Tert-butyl 4-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)piperazine-1-carboxylate

Base Information

• Chemical Name: Tert-butyl 4-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)piperazine-1-carboxylate
• CAS No.: 470478-90-1
• Molecular Formula: C21H33BN2O4
• Molecular Weight: 388.315
• Hs Code.: 2933599090
• European Community (EC) Number: 641-273-1
• DSSTox Substance ID: DTXSID50383734
• Nikkaji Number: J3.521.360K
• Wikidata: Q72450390
• Mol file: 470478-90-1.mol

Synonyms:470478-90-1;tert-butyl 4-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)piperazine-1-carboxylate;4-(4-TERT-BUTOXYCARBONYLPIPERAZINYL)PHENYLBORONIC ACID, PINACOL ESTER;Tert-butyl 4-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]piperazine-1-carboxylate;4-(4-Boc-piperazino)phenylboronic Acid Pinacol Ester;4-(4-tert-Butoxycarbonylpiperazinyl)phenylboronic acid pinacol ester;MFCD06411544;tert-butyl 4-[4-(tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]piperazine-1-carboxylate;TERT-BUTYL 4-[4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)PHENYL]TETRAHYDRO-1(2H)-PYRAZINECARBOXYLATE;4-[4-(N-Boc)piperazin-1-yl]phenylboronic acid pinacol ester;SCHEMBL247897;DTXSID50383734;BCP08611;CS-M2470;4-(4-(tert-Butoxycarbonyl)piperazin-1yl)phenylboronic acid pinacol ester;AKOS015960099;AB25306;AM85046;(4-(4-(TERT-BUTOXYCARBONYL)PIPERAZIN-1-YL)PHENYL)BORONIC ACID PINACOL ESTER;DS-13781;SY009143;FT-0698442;J3.521.360K;EN300-316416;J-524666;Z2044827305;4-(4-tert-Butoxycarbonylpiperazinyl)-phenylboronic acid pinacol ester;1-(4-Boc-Piperazino)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolane-2-yl)benzene;4-(4-TERT-BUTOXYCARBONYL-PIPERAZINYL)PHENYLBORONIC ACID PINACOL ESTER;4-(4-tert-Butoxycarbonylpiperazinyl)phenylboronic acid pinacol ester, AldrichCPR;t-butyl-4-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]piperazine carboxylate;t-butyl-4-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]piperazinecarboxylate;1-Piperazinecarboxylicacid,4-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]-,1,1-dimethylethylester;4-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-piperazine-1-carboxylic acid tert-butyl ester;4-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]piperazine-1-carboxylic acid tert-butyl ester;4-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]piperazine-1-carboxylic acid tert-butyl ester;tert-butyl 4-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)piperazine-I-carboxylate;tert-butyl 4-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)phenyl]tetrahydro-1(2H)-pyrazinecarboxylate;tert-butyl 4-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]tetrahydro-1(2 H)-pyrazinecarboxylate;tert-butyl 4-[4-(4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl)phenyl]piperazine-1-carboxylate;tert-butyl-4-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]piperazine-1-carboxylate;tert-butyl4-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)piperazine-1-carboxylate

Chemical Property of Tert-butyl 4-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)piperazine-1-carboxylate

Chemical Property:

• Vapor Pressure: 3.4E-10mmHg at 25°C
• Melting Point: 157 °C
• Refractive Index: 1.536
• Boiling Point: 501.7 °C at 760 mmHg
• PKA: 3.06±0.10(Predicted)
• Flash Point: 257.2 °C
• PSA: 51.24000
• Density: 1.11 g/cm³
• LogP: 3.04580
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 388.2533377
• Heavy Atom Count: 28
• Complexity: 543

Purity/Quality:

98%,99%, ^*data from raw suppliers

tert-Butyl4-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)piperazine-1-carboxylate ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B1(OC(C(O1)(C)C)(C)C)C2=CC=C(C=C2)N3CCN(CC3)C(=O)OC(C)(C)C
• Uses: tert-Butyl 4-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)piperazine-1-carboxylate (cas# 470478-90-1) is a useful reactant for the preparation of 211At- and 125I-?radiolabeled compounds.

Technology Process of Tert-butyl 4-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)piperazine-1-carboxylate

There total 10 articles about Tert-butyl 4-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)piperazine-1-carboxylate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 92.0%

bis(pinacol)diborane (73183-34-3) + tert-butyl 4-(4-bromophenyl)piperazine-1-carboxylate (352437-09-3) → tert-butyl 4-[4-(4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl)phenyl]piperazine-1-carboxylate (470478-90-1)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; In 1,4-dioxane; at 110 ℃; for 3h; Inert atmosphere;

Reference yield: 52.4%

tert-butyl 4-(4-(methylthio)phenyl)piperazine-1-carboxylate (909418-89-9) + bis(pinacol)diborane (73183-34-3) → tert-butyl 4-[4-(4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl)phenyl]piperazine-1-carboxylate (470478-90-1)

Guidance literature:

bis(pinacol)diborane; With [Rh(OH)(cod)]2; tricyclohexylphosphine; In hexane; at 80 ℃; for 1h; Glovebox; Inert atmosphere;

tert-butyl 4-(4-(methylthio)phenyl)piperazine-1-carboxylate; In hexane; at 80 ℃; for 12h; Glovebox; Inert atmosphere;

DOI:10.1021/acs.orglett.6b01250

Reference yield:

tert-butyl 4-(5-bromopyrimidin-2-yl)piperazine-1-carboxylate (374930-88-8) + bis(pinacol)diborane (73183-34-3) → tert-butyl 4-[4-(4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl)phenyl]piperazine-1-carboxylate (470478-90-1)

Guidance literature:

tert-butyl 4-(5-bromopyrimidin-2-yl)piperazine-1-carboxylate; bis(pinacol)diborane; With potassium acetate; In 1,4-dioxane; for 0.25h;

With tricyclohexylphosphine; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; In 1,4-dioxane; at 100 ℃; for 5.25h;

upstream raw materials:

tert-butyl 4-(5-bromopyrimidin-2-yl)piperazine-1-carboxylate

bis(pinacol)diborane

tert-butyl 4-(4-bromophenyl)piperazine-1-carboxylate

di-tert-butyl dicarbonate

Downstream raw materials:

{4-[4'-(5-chloro-1H-benzimidazol-2-yl)biphenyl-4-yl]piperazin-1-yl}acetic acid

5-chloro-2-(4'-piperazin-1-ylbiphenyl-4-yl)-1H-benzoimidazole

4-[4'-(5-chloro-1H-benzoimidazol-2-yl)biphenyl-4-yl]piperazine-1-carboxylic acid tert-butyl ester

tert-butyl 4-(4-{[4-(methylsulfonyl)benzyl]oxy}phenyl)piperazine-1-carboxylate

Refernces

• 1、 -. "Small molecule compounds". Paragraph 0345-0349. . Retrieved 2020/03/17.
• 2、 -. "POLYCYCLIC COMPOUNDS AND METHODS FOR THE TARGETED DEGRADATION OF RAPIDLY ACCELERATED FIBROSARCOMA POLYPEPTIDES". Paragraph 0546; 0547. . Retrieved 2020/03/29.