N-[(Benzyloxy)carbonyl]alanylleucinamide

Base Information

• Chemical Name: N-[(Benzyloxy)carbonyl]alanylleucinamide
• CAS No.: 18323-56-3
• Molecular Formula: C17H25N3O4
• Molecular Weight: 335.403
• NSC Number: 164664
• DSSTox Substance ID: DTXSID30304220
• Mol file: 18323-56-3.mol

Synonyms:N-[(Benzyloxy)carbonyl]alanylleucinamide;18323-56-3;benzyl N-[1-[(1-amino-4-methyl-1-oxopentan-2-yl)amino]-1-oxopropan-2-yl]carbamate;NSC164664;DTXSID30304220;NSC-164664

Chemical Property of N-[(Benzyloxy)carbonyl]alanylleucinamide

Chemical Property:

• Vapor Pressure: 2.67E-14mmHg at 25°C
• Boiling Point: 598.8°C at 760 mmHg
• Flash Point: 315.9°C
• Density: 1.152g/cm³
• Storage Temp.: -15°C
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 9
• Exact Mass: 335.18450629
• Heavy Atom Count: 24
• Complexity: 434

Purity/Quality:

99% ^*data from raw suppliers

L-Leucinamide,N-[(phenylmethoxy)carbonyl]-L-alanyl- 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)CC(C(=O)N)NC(=O)C(C)NC(=O)OCC1=CC=CC=C1

Technology Process of N-[(Benzyloxy)carbonyl]alanylleucinamide

There total 72 articles about N-[(Benzyloxy)carbonyl]alanylleucinamide 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: 91.2%

H-L-Leu-NH2 (687-51-4,13079-20-4,13366-40-0,15893-47-7) + Z-L-Ala carbamoylmethyl ester (4816-87-9) → N-Cbz-Ala (1142-20-7) + Z-(S)-Ala-(S)-Leu-NH2 (18323-56-3)

Guidance literature:

With phosphate buffer; α-chymotrypsin; In dimethyl sulfoxide; at -24 ℃; for 120h; pH=8.0;

DOI:10.1016/j.tetasy.2005.10.042

Reference yield: 89.1%

(2S)-amino-4-methylpentanamide hydrochloride (10466-61-2) + Z-L-Ala N-methylcarbamoylmethyl ester (203640-48-6) → N-Cbz-Ala (1142-20-7) + Z-(S)-Ala-(S)-Leu-NH2 (18323-56-3)

Guidance literature:

With α-chymotripsin on Celite; Tris buffer; TEA; In acetonitrile; at 30 ℃; for 48h; Yields of byproduct given;

DOI:10.1016/S0040-4039(97)10798-5

Reference yield: 88.4%

Z-L-Ala carbamoylmethyl ester (4816-87-9) + (2S)-amino-4-methylpentanamide hydrochloride (10466-61-2) → N-Cbz-Ala (1142-20-7) + Z-(S)-Ala-(S)-Leu-NH2 (18323-56-3)

Guidance literature:

With α-chymotripsin on Celite; Tris buffer; TEA; In acetonitrile; at 30 ℃; for 48h; Yields of byproduct given;

DOI:10.1016/S0040-4039(97)10798-5

upstream raw materials:

(S)-Leu-OMe

N-benzyloxycarbonyl-L-alanyl chloride

H-L-Leu-NH₂

Z-L-Ala carbamoylmethyl ester

Downstream raw materials:

Pyridine-2-carboxylic acid ((S)-1-{(1S,2S)-1-(4-bromo-benzyloxymethyl)-3-[(S)-1-((S)-1-carbamoyl-3-methyl-butylcarbamoyl)-ethylcarbamoyl]-2-hydroxy-propylcarbamoyl}-2-methyl-propyl)-amide

N-{(1S,2S)-1-(4-Bromo-benzyloxymethyl)-3-[(S)-1-((S)-1-carbamoyl-3-methyl-butylcarbamoyl)-ethylcarbamoyl]-2-hydroxy-propyl}-2,4,6-trifluoro-benzamide

(3S,4S)-4-azido-5-benzyloxy-3-hydroxypentanoic acid [(S)-1-((S)-1-carbamoyl-3-methylbutylcarbamoyl)ethyl]amide