Tert-butyl (1-hydroxy-2-methylpropan-2-yl)carbamate

Base Information

• Chemical Name: Tert-butyl (1-hydroxy-2-methylpropan-2-yl)carbamate
• CAS No.: 102520-97-8
• Molecular Formula: C9H19 N O3
• Molecular Weight: 189.255
• Hs Code.: 2924199090
• European Community (EC) Number: 627-147-9
• DSSTox Substance ID: DTXSID50561873
• Nikkaji Number: J773.724F
• Wikidata: Q82445785
• Mol file: 102520-97-8.mol

Synonyms:102520-97-8;N-Boc-2-amino-2-methyl-1-propanol;tert-butyl (1-hydroxy-2-methylpropan-2-yl)carbamate;2-(BOC-AMINO)-2-METHYL-1-PROPANOL;BOC-AIB-OL;tert-butyl N-(1-hydroxy-2-methylpropan-2-yl)carbamate;MFCD03788641;(2-Hydroxy-1,1-dimethyl-ethyl)-carbamic acid tert-butyl ester;tert-Butyl N-(2-hydroxy-1,1-dimethylethyl)carbamate;TERT-BUTYL (2-HYDROXY-1,1-DIMETHYLETHYL)CARBAMATE;CARBAMIC ACID, N-(2-HYDROXY-1,1-DIMETHYLETHYL)-, 1,1-DIMETHYLETHYL ESTER;tert-butyl(1-hydroxy-2-methylpropan-2-yl)carbamate;2-((tert-Butoxycarbonyl)amino)-2-methylpropanol;tert-Butyl (1-hydroxy-2-methylpropan-2-yl)carbamate;tert-Butyl (2-hydroxy-1,1-dimethylethyl)carbamate;CARBAMIC ACID, (2-HYDROXY-1,1-DIMETHYLETHYL)-, 1,1-DIMETHYLETHYL ESTER;SCHEMBL57379;tert-butyl 1-hydroxy-2-methylpropan-2-ylcarbamate;2-(T-BUTYLOXYCARBONYLAMINO)-2-METHYL-1-PROPANOL;N-Boc-2-amino-2-methylpropanol;1,1-Dimethylethyl (2-hydroxy-1,1-dimethylethyl)carbamate;DTXSID50561873;SBWYTQQSTIUXOP-UHFFFAOYSA-N;BCP32316;AKOS005738347;AB16063;AM85453;CS-W008803;2-t-butoxycarbonylamino-2-methylpropanol;DS-15403;SY026752;2-tert-butoxycarbonylamino-2-methylpropanol;N-Boc-2-amino-2-methyl-1-propanol, 97%;2 -tert-butoxycarbonylamino-2-methylpropanol;2-t-butoxycarbonylamino-2-methyl-1-propanol;B6025;EN300-82268;2-(t-butoxycarbonylamino)-2-methyl-1-propanol;2-tert-butoxycarbonylamino-2-methyl-1-propanol;N-BOC-2-AMINO-2-METHYL-1-PROPANOL97;2-(tert-butoxycarbonylamino)-2-methyl-1-propanol;A800581;J-000712;N-tert-Butoxycarbonyl-2-amino-2-methyl-1-propanol;n-(tert-butoxycarbonyl)-2-amino-2-methyl-1-propanol;tert-butyl N-(2-methyl-1-oxidanyl-propan-2-yl)carbamate;(2-hydroxy-1,1-dimethyl ethyl)-carbamic acid t-butyl ester;(2-Hydroxy-1,1-dimethylethyl)carbamic acid t-butyl ester;2-(N-(tert.-butyloxycarbonyl)-amino)-2-methylpropan-1-ol;(2-hydroxy-1,1-dimethylethyl)-carbamic acid tert-butyl ester;N-(1-hydroxy-2-methylpropan-2-yl)carbamic acid tert-butyl ester

Chemical Property of Tert-butyl (1-hydroxy-2-methylpropan-2-yl)carbamate

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 57-62 °C
• Refractive Index: 1.453
• Boiling Point: 286.543°C at 760 mmHg
• PKA: 12.24±0.46(Predicted)
• Flash Point: 127.097°C
• PSA: 58.56000
• Density: 1.012g/cm³
• LogP: 1.67290
• Storage Temp.: 2-8°C
• Solubility.: soluble in Methanol
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 189.13649347
• Heavy Atom Count: 13
• Complexity: 182

Purity/Quality:

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

tert-Butyl(1-Hydroxy-2-methylpropan-2-yl)carbamate ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NC(C)(C)CO
• Uses: tert-Butyl (1-Hydroxy-2-methylpropan-2-yl)carbamate is used in preparation of diamine derivatives as KCa3.1 potassium channel inhibitors.

Technology Process of Tert-butyl (1-hydroxy-2-methylpropan-2-yl)carbamate

There total 10 articles about Tert-butyl (1-hydroxy-2-methylpropan-2-yl)carbamate 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: 100.0%

di-tert-butyl dicarbonate (24424-99-5) + 2-Amino-2-methyl-1-propanol (124-68-5) → 2-((tert-butyloxycarbonyl)amino)-2-methylpropan-1-ol (102520-97-8)

Guidance literature:

In acetonitrile; at 20 ℃;

DOI:10.1021/jo000257f

Reference yield: 88.0%

→ 2-((tert-butyloxycarbonyl)amino)-2-methylpropan-1-ol (102520-97-8)

Guidance literature:

Reference yield: 86.7%

N-(tert-butoxycarbonyl)-α-methylalanine methyl ester (84758-55-4) → 2-((tert-butyloxycarbonyl)amino)-2-methylpropan-1-ol (102520-97-8)

Guidance literature:

With lithium borohydride; In ethanol;

DOI:10.1016/0040-4039(96)01597-3

upstream raw materials:

di-tert-butyl dicarbonate

2-Amino-2-methyl-1-propanol

N-(tert-butoxycarbonyl)-α-methylalanine methyl ester

di(tert-butyl) 2-{[tert-butyl(diphenyl)silyl]oxy}-1,1-dimethylethylimidodicarbonate

Downstream raw materials:

2-Amino-2-methyl-1-propanol

[5-(2-Amino-2-methyl-propoxymethyl)-pyrrolo[2,1-f][1,2,4]triazin-4-yl]-[1-(3-fluoro-benzyl)-1H-indazol-5-yl]-amine

tert-butyl (2-methyl-1-(methylamino)propan-2-yl)carbamate

Refernces

• 1、 Posakony, Jeffrey J.,Grierson, John R.,Tewson, Timothy J.. "New routes to N-alkylated cyclic sulfamidates". . p. 5164 - 5169. Retrieved 2002.
• 2、 Shirini, Farhad,Khaligh, Nader Ghaffari. "1,3-Disulfonic acid imidazolium hydrogen sulfate as an efficient and reusable ionic liquid catalyst for the N-Boc protection of amines". . p. 386 - 393. Retrieved 2013.
• 3、 Feng, Chengliang,Chu, Ningning,Zhang, Shuguang,Cai, Jin,Chen, Junqing,Hu, Huayou,Ji, Min. "Iron(III)triflate as a highly efficient, recyclable and green catalyst for the N-Boc protection of amines". . p. 757 - 760. Retrieved 2013.
• 4、 Ingale, Ajit P.,Shinde, Sandeep V.,Thorat, Nitin M.. "Sulfated tungstate: A highly efficient, recyclable and ecofriendly catalyst for chemoselective N-tert butyloxycarbonylation of amines under the solvent-free conditions". supporting information. p. 2528 - 2543. Retrieved 2021/07/02.
• 5、 Datta, Dhrubajyoti,Ganesh, Krishna,Kulkarni, Pradnya,Ramabhadran, Raghunath O.. "Gem-dimethyl peptide nucleic acid (α/β/γ-gdm-PNA) monomers: synthesis and the role ofgdm-substituents in preferential stabilisation ofZ/E-rotamers". . p. 6534 - 6545. Retrieved 2021/08/03.