Alanine, N-benzyloxycarbonyl-3-phenyl-, cyanomethyl ester, L-

Base Information

• Chemical Name: Alanine, N-benzyloxycarbonyl-3-phenyl-, cyanomethyl ester, L-
• CAS No.: 7663-85-6
• Molecular Formula: C19H18N2O4
• Molecular Weight: 338.363
• DSSTox Substance ID: DTXSID40227456
• Nikkaji Number: J55.156B
• Wikidata: Q83107197
• ChEMBL ID: CHEMBL3247276
• Mol file: 7663-85-6.mol

Synonyms:BRN 4331278;7663-85-6;ALANINE, N-BENZYLOXYCARBONYL-3-PHENYL-, CYANOMETHYL ESTER, L-;L-N-Benzyloxycarbonyl-3-phenylalanine cyanomethyl ester;Z-L-Phe-OCH2CN;CHEMBL3247276;DTXSID40227456;QDAFQGLLNQPQAT-KRWDZBQOSA-N;LS-15839;N-[(Phenylmethoxy)carbonyl]-L-phenylalanine cyanomethyl ester;L-Phenylalanine, N-[(phenylmethoxy)carbonyl]-, cyanomethyl ester

Chemical Property of Alanine, N-benzyloxycarbonyl-3-phenyl-, cyanomethyl ester, L-

Chemical Property:

• Vapor Pressure: 1.21E-12mmHg at 25°C
• Boiling Point: 561.7°C at 760 mmHg
• Flash Point: 293.5°C
• PSA: 88.42000
• Density: 1.23g/cm³
• LogP: 2.98178
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 9
• Exact Mass: 338.12665706
• Heavy Atom Count: 25
• Complexity: 473

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CC(C(=O)OCC#N)NC(=O)OCC2=CC=CC=C2
• Isomeric SMILES: C1=CC=C(C=C1)C[C@@H](C(=O)OCC#N)NC(=O)OCC2=CC=CC=C2

Technology Process of Alanine, N-benzyloxycarbonyl-3-phenyl-, cyanomethyl ester, L-

There total 1 articles about Alanine, N-benzyloxycarbonyl-3-phenyl-, cyanomethyl ester, L- 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: 96.0%

N-Cbz-L-Phe (1161-13-3) + chloroacetonitrile (107-14-2) → N-(carbobenzyloxy)phenylalanine cyanomethyl ester (7663-85-6)

Guidance literature:

With triethylamine; In acetonitrile; Ambient temperature;

DOI:10.1021/ja00007a055

Reference yield: 91.0%

(S)-Leu-OMe (2666-93-5) + N-(carbobenzyloxy)phenylalanine cyanomethyl ester (7663-85-6) → Cbz-L-Phe-L-Leu-OMe (3850-45-1)

Guidance literature:

methylchymotrypsin; In water; dimethyl sulfoxide; for 0.5h; pH 8.8;

DOI:10.1021/ja00219a083

Reference yield: 88.0%

L-leucine (61-90-5,21675-61-6,25248-98-0,70-45-1) + N-(carbobenzyloxy)phenylalanine cyanomethyl ester (7663-85-6) → N-[N-[(phenylmethoxy)carbonyl]-L-phenylalanyl]-L-leucine (4313-73-9)

Guidance literature:

methylchymotrypsin; In water; dimethyl sulfoxide; for 0.7h; pH 8.8;

DOI:10.1021/ja00219a083

upstream raw materials:

N-Cbz-L-Phe

chloroacetonitrile

Downstream raw materials:

N-Cbz-L-Phe

Cbz-L-Phe-L-Leu-NH₂

N-[N-[(phenylmethoxy)carbonyl]-L-phenylalanyl]-L-leucine

Cbz-L-Phe-L-Leu-OMe

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