Z-Asp(OBzl)-OSu

Base Information

• Chemical Name: Z-Asp(OBzl)-OSu
• CAS No.: 61464-33-3
• Molecular Formula: C23H22 N2 O8
• Molecular Weight: 454.43
• European Community (EC) Number: 667-909-8
• Nikkaji Number: J956.008D
• Mol file: 61464-33-3.mol

Synonyms:Z-Asp(OBzl)-OSu;61464-33-3;(S)-4-benzyl 1-(2,5-dioxopyrrolidin-1-yl) 2-(benzyloxycarbonylamino)succinate;Butanoic acid,4-[(2,5-dioxo-1-pyrrolidinyl)oxy]-4-oxo-3-[[(phenylmethoxy)carbonyl]amino]-,phenylmethyl ester,(3S)-(9ci)

Chemical Property of Z-Asp(OBzl)-OSu

Chemical Property:

• PSA: 128.31000
• LogP: 2.35090
• Storage Temp.: -15°C
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 12
• Exact Mass: 454.13761566
• Heavy Atom Count: 33
• Complexity: 712

Purity/Quality:

98%Min ^*data from raw suppliers

Z-Asp(OBzl)-OSu 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(=O)N(C1=O)OC(=O)C(CC(=O)OCC2=CC=CC=C2)NC(=O)OCC3=CC=CC=C3
• Isomeric SMILES: C1CC(=O)N(C1=O)OC(=O)[C@H](CC(=O)OCC2=CC=CC=C2)NC(=O)OCC3=CC=CC=C3

Technology Process of Z-Asp(OBzl)-OSu

There total 2 articles about Z-Asp(OBzl)-OSu 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: 72.0%

1-hydroxy-pyrrolidine-2,5-dione (6066-82-6) + Z-Asp(OBzl)-OH (3479-47-8) → Oγ-benzyl-Nα-benzyloxycarbonylaspartic acid succinimidyl ester (61464-33-3)

Guidance literature:

With triethylamine; chlorophosphoric acid diphenyl ester; In ethyl acetate; for 24h; Ambient temperature;

DOI:10.1016/S0040-4020(98)00084-2

Reference yield:

1-hydroxy-pyrrolidine-2,5-dione (6066-82-6) + L-aspartic acid-α-benzyl ester (5872-49-1) + chlorophosphoric acid diphenyl ester (2524-64-3) → Oγ-benzyl-Nα-benzyloxycarbonylaspartic acid succinimidyl ester (61464-33-3)

Guidance literature:

With triethylamine; In hexane; dichloromethane; di-isopropyl ether; water; ethyl acetate;

Reference yield: 89.4%

Oγ-benzyl-Nα-benzyloxycarbonylaspartic acid succinimidyl ester (61464-33-3) + (S)-2-{(S)-2-[(S)-2-((R)-2-Amino-propionylamino)-3-methyl-butyrylamino]-3-methyl-butyrylamino}-propionic acid methyl ester; compound with toluene-4-sulfonic acid → (S)-3-Benzyloxycarbonylamino-N-((R)-1-{(S)-1-[(S)-1-((S)-1-methoxycarbonyl-ethylcarbamoyl)-2-methyl-propylcarbamoyl]-2-methyl-propylcarbamoyl}-ethyl)-succinamic acid benzyl ester

Guidance literature:

With triethylamine; In chloroform; for 3h; Ambient temperature;

DOI:10.1246/bcsj.59.1027

upstream raw materials:

1-hydroxy-pyrrolidine-2,5-dione

Z-Asp(OBzl)-OH

L-aspartic acid-α-benzyl ester

chlorophosphoric acid diphenyl ester

Downstream raw materials:

(S)-3-Benzyloxycarbonylamino-N-[(S)-1-(methoxycarbonylmethyl-carbamoyl)-ethyl]-succinamic acid benzyl ester

(S)-3-Benzyloxycarbonylamino-N-[(R)-1-((S)-1-methoxycarbonyl-ethylcarbamoyl)-3-methyl-butyl]-succinamic acid benzyl ester

(S)-2-[(S)-2-((S)-3-Benzyloxycarbonyl-2-benzyloxycarbonylamino-propionylamino)-butyrylamino]-3-methyl-butyric acid methyl ester

(S)-3-Benzyloxycarbonylamino-N-[(R)-1-((S)-1-methoxycarbonyl-2-phenyl-ethylcarbamoyl)-2-methyl-propyl]-succinamic acid benzyl ester

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