benzyl N-(2-carbamoylethyl)carbamate

Base Information

• Chemical Name: benzyl N-(2-carbamoylethyl)carbamate
• CAS No.: 886-64-6
• Molecular Formula: C11H14 N2 O3
• Molecular Weight: 222.244
• NSC Number: 290815
• DSSTox Substance ID: DTXSID00314997
• Wikidata: Q82067606
• Mol file: 886-64-6.mol

Synonyms:886-64-6;benzyl N-(2-carbamoylethyl)carbamate;Z-BETA-ALA-NH2;Benzyl 3-amino-3-oxopropylcarbamate;benzyl N-(3-amino-3-oxopropyl)carbamate;Z-|A-Ala-NH2;Z-beta-alanine amide;NSC 290815;MFCD00270463;NSC290815;Benzyl (3-amino-3-oxopropyl)carbamate;Z--Ala-NH2;SCHEMBL4449918;Benzyloxycarbonyl-beta-alaninamide;DTXSID00314997;AKOS008135289;NSC-290815;AS-57425;CS-0205177;EN300-42666;I11032;Z431517682

Chemical Property of benzyl N-(2-carbamoylethyl)carbamate

Chemical Property:

• Vapor Pressure: 2.92E-09mmHg at 25°C
• Boiling Point: 477°C at 760 mmHg
• Flash Point: 242.3°C
• PSA: 81.42000
• Density: 1.202g/cm³
• LogP: 1.87940
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 222.10044231
• Heavy Atom Count: 16
• Complexity: 237

Purity/Quality:

HPLC>98% ^*data from raw suppliers

Z-beta-alanine amide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)COC(=O)NCCC(=O)N

Technology Process of benzyl N-(2-carbamoylethyl)carbamate

There total 8 articles about benzyl N-(2-carbamoylethyl)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: 57.0%

3-(benzyloxycarbonylamino)propanoic acid (2304-94-1) → Nβ-benzyloxycarbonyl-β-alaninamide (886-64-6)

Guidance literature:

3-(benzyloxycarbonylamino)propanoic acid; With chloroformic acid ethyl ester; triethylamine; In tetrahydrofuran; at -15 ℃; for 0.333333h; Inert atmosphere;

With ammonium hydroxide; In tetrahydrofuran; at -15 - 20 ℃; Inert atmosphere;

DOI:10.3762/bjoc.5.43

Reference yield:

3-(benzyloxycarbonylamino)propanoic acid (2304-94-1) + isobutyl chloroformate (543-27-1) → Nβ-benzyloxycarbonyl-β-alaninamide (886-64-6)

Guidance literature:

With triethylamine; In N-methyl-acetamide;

Reference yield:

N-Cbz-beta-alanine ethyl carbonic anhydride (82267-36-5) → Nβ-benzyloxycarbonyl-β-alaninamide (886-64-6)

Guidance literature:

With ammonia; In tetrahydrofuran; at -50 ℃; for 4h;

DOI:10.1002/(SICI)1099-0690(199901)1999:1<335::AID-EJOC335>3.0.CO;2-A

upstream raw materials:

N-benzyloxycarbonyl-3-aminopropionic acid methyl ester

3-(benzyloxycarbonylamino)propanoic acid

N-Cbz-beta-alanine ethyl carbonic anhydride

isobutyl chloroformate

Downstream raw materials:

β-alaninamide

benzyl N-(2-aminoethyl)carbamate hydrochloride

2-benzyloxycarbonylaminoethylamine

C₁₈H₁₈N₂O₃

Refernces

• 1、 Nahrwold, Markus,Stoncius, Arvydas,Penner, Anna,Sewald, Norbert,Neumann, Beate,Stammler, Hans-Georg. "2-Phenyl-tetrahydropyrimidine-4(1H)-ones - Cyclic benzaldehyde aminals as precursors for functionalised β2-amino acids". supporting information; experimental part. . Retrieved 2010/04/22.
• 2、 Wakamiya, Tateaki,Kamata, Makoto,Kusumoto, Shoichi,Kobayashi, Hiroyuki,Sai, Yoshimichi,Tamai, Ikumi,Tsuji, Akira. "Design and synthesis of peptides passing through the blood-brain barrier". . p. 699 - 709. Retrieved 2007/10/03.