N-tert-Butoxycarbonyl-N-[3-(tert-butoxycarbonylamino)propyl]glycine

Base Information

• Chemical Name: N-tert-Butoxycarbonyl-N-[3-(tert-butoxycarbonylamino)propyl]glycine
• CAS No.: 192124-66-6
• Molecular Formula: C15H28 N2 O6
• Molecular Weight: 332.397
• Hs Code.: 2924199090
• DSSTox Substance ID: DTXSID70443243
• Wikidata: Q82260973
• Mol file: 192124-66-6.mol

Synonyms:192124-66-6;N-tert-Butoxycarbonyl-N-[3-(tert-butoxycarbonylamino)propyl]glycine;N-Boc-N-[3-(Boc-amino)propyl]glycine;Glycine, N-[(1,1-dimethylethoxy)carbonyl]-N-[3-[[(1,1-dimethylethoxy)carbonyl]amino]propyl]-;2-[(2-methylpropan-2-yl)oxycarbonyl-[3-[(2-methylpropan-2-yl)oxycarbonylamino]propyl]amino]acetic acid;2-((tert-Butoxycarbonyl)(3-((tert-butoxycarbonyl)amino)propyl)amino)acetic acid;SCHEMBL3619786;Boc-(Boc-3-aminopropyl)Gly-OH;DTXSID70443243;MFCD06797057;AKOS015838032;HY-W141887;AS-74467;B2293;CS-0201681;D88923;N-(tert-Butoxycarbonyl)-N-{3-[(tert-butoxycarbonyl)amino]propyl}glycine;N-TERT-BUTOXYCARBONYL-N-[3-(TERT-BUTOXY CARBONYLAMINO)PROPYL]GLYCINE;2-((tert-Butoxycarbonyl)(3-((tert-butoxycarbonyl)amino)propyl)amino)aceticacid;2-{[(tert-butoxy)carbonyl](3-{[(tert-butoxy)carbonyl]amino}propyl)amino}acetic acid

Chemical Property of N-tert-Butoxycarbonyl-N-[3-(tert-butoxycarbonylamino)propyl]glycine

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 117.0 ~121.0 °C
• Refractive Index: 1.483
• Boiling Point: 472.958ºC at 760 mmHg
• Flash Point: 239.837ºC
• PSA: 105.17000
• Density: 1.131g/cm3
• LogP: 2.61380
• Solubility.: slightly sol. in Methanol
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 10
• Exact Mass: 332.19473662
• Heavy Atom Count: 23
• Complexity: 423

Purity/Quality:

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

N-tert-Butoxycarbonyl-N-[3-(tert-butoxycarbonylamino)propyl]glycine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NCCCN(CC(=O)O)C(=O)OC(C)(C)C

Technology Process of N-tert-Butoxycarbonyl-N-[3-(tert-butoxycarbonylamino)propyl]glycine

There total 6 articles about N-tert-Butoxycarbonyl-N-[3-(tert-butoxycarbonylamino)propyl]glycine 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: 97.0%

N,N'-bis(tert-butoxycarbonyl)-(3-aminopropyl)-glycine ethyl ester (352284-59-4) → N,N'-bis(tert-butoxycarbonyl)-(3-aminopropyl)-glycine (192124-66-6)

Guidance literature:

With potassium hydroxide; In methanol; at 20 ℃; for 2h;

DOI:10.1021/ja010249w

Reference yield: 78.0%

tert-butyldicarbonate (34619-03-9) + [3-(t-butyloxycarbonylamino)-1-propylamino]acetate (158073-49-5) → N,N'-bis(tert-butoxycarbonyl)-(3-aminopropyl)-glycine (192124-66-6)

Guidance literature:

DOI:10.1039/a608389g

Reference yield:

{[3-(tert-Butoxycarbonylamino)propyl]amino}acetic acid ethyl ester (258332-57-9) → N,N'-bis(tert-butoxycarbonyl)-(3-aminopropyl)-glycine (192124-66-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 98 percent / Et₃N / CH₂Cl₂ / 11 h / 0 - 20 °C

2: 97 percent / aq. KOH / methanol / 2 h / 20 °C

With potassium hydroxide; triethylamine; In methanol; dichloromethane;

DOI:10.1021/ja010249w

upstream raw materials:

tert-butyldicarbonate

[3-(t-butyloxycarbonylamino)-1-propylamino]acetate

N,N'-bis(tert-butoxycarbonyl)-(3-aminopropyl)-glycine ethyl ester

{[3-(tert-Butoxycarbonylamino)propyl]amino}acetic acid ethyl ester

Downstream raw materials:

{[tert-butoxycarbonyl-(3-tert-butoxycarbonylamino-propyl)-amino]-acetoxy}-phenyl-acetic acid methyl ester

[tert-butoxycarbonyl-(3-tert-butoxycarbonylamino-propyl)-amino]-acetic acid 2-oxo-tetrahydro-furan-3-yl ester

3-{[tert-butoxycarbonyl-(3-tert-butoxycarbonylamino-propyl)-amino]-acetoxy}-2,2-dimethyl-3-phenyl-propionic acid methyl ester

{3-[({[benzofuran-2-yl-(4-chloro-phenyl)-methyl]-carbamoyl}-methyl)-tert-butoxycarbonyl-amino]-propyl}-carbamic acid tert-butyl ester

Refernces

• 1、 Bitan, Gal,Muller, Dan,Kasher, Ron,Gluhov, Evgenia V.,Gilon, Chaim. "Building units for N-backbone cyclic peptides. Part 4. Synthesis of protected Nα-functionalized alkyl amino acids by reductive alkylation of natural amino acids". . p. 1501 - 1510. Retrieved 2007/10/03.