(R)-2-Benzyloxycarbonylamino-4-methyl-pentanoic acid (2R,3S,4R,5R,6S)-5-acetylamino-6-benzyloxy-4-{1-[1-((R)-3-benzyloxycarbonyl-1-carbamoyl-propylcarbamoyl)-1-methyl-ethylcarbamoyl]-ethoxy}-3-hydroxy-tetrahydro-pyran-2-ylmethyl ester

Base Information

• Chemical Name: (R)-2-Benzyloxycarbonylamino-4-methyl-pentanoic acid (2R,3S,4R,5R,6S)-5-acetylamino-6-benzyloxy-4-{1-[1-((R)-3-benzyloxycarbonyl-1-carbamoyl-propylcarbamoyl)-1-methyl-ethylcarbamoyl]-ethoxy}-3-hydroxy-tetrahydro-pyran-2-ylmethyl ester
• CAS No.: 75957-37-8
• Molecular Formula: C₄₈H₆₃N₅O₁₄
• Molecular Weight: 934.053
• Mol file: 75957-37-8.mol

Synonyms:

Chemical Property of (R)-2-Benzyloxycarbonylamino-4-methyl-pentanoic acid (2R,3S,4R,5R,6S)-5-acetylamino-6-benzyloxy-4-{1-[1-((R)-3-benzyloxycarbonyl-1-carbamoyl-propylcarbamoyl)-1-methyl-ethylcarbamoyl]-ethoxy}-3-hydroxy-tetrahydro-pyran-2-ylmethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-2-Benzyloxycarbonylamino-4-methyl-pentanoic acid (2R,3S,4R,5R,6S)-5-acetylamino-6-benzyloxy-4-{1-[1-((R)-3-benzyloxycarbonyl-1-carbamoyl-propylcarbamoyl)-1-methyl-ethylcarbamoyl]-ethoxy}-3-hydroxy-tetrahydro-pyran-2-ylmethyl ester

There total 2 articles about (R)-2-Benzyloxycarbonylamino-4-methyl-pentanoic acid (2R,3S,4R,5R,6S)-5-acetylamino-6-benzyloxy-4-{1-[1-((R)-3-benzyloxycarbonyl-1-carbamoyl-propylcarbamoyl)-1-methyl-ethylcarbamoyl]-ethoxy}-3-hydroxy-tetrahydro-pyran-2-ylmethyl ester 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: 63.1%

2(R)-(carbobenzoxy)amino-4-methylpentanoic acid p-nitrophenyl ester (52235-17-3) + N-acetyl-1-O-benzyl-α-muramyl-α-aminoisobutyryl-D-isoglutamine benzyl ester (73341-39-6) → (R)-2-Benzyloxycarbonylamino-4-methyl-pentanoic acid (2R,3S,4R,5R,6S)-5-acetylamino-6-benzyloxy-4-{1-[1-((R)-3-benzyloxycarbonyl-1-carbamoyl-propylcarbamoyl)-1-methyl-ethylcarbamoyl]-ethoxy}-3-hydroxy-tetrahydro-pyran-2-ylmethyl ester (75957-37-8,80185-81-5)

Guidance literature:

With N-ethylmorpholine;; benzotriazol-1-ol; In N,N-dimethyl-formamide; for 16h; Ambient temperature;

DOI:10.1248/cpb.29.2215

Reference yield:

N-acetyl-1-O-benzyl-4,6-O-benzylidene-α-muramyl-α-aminoisobutyryl-D-isoglutamine benzyl ester (71811-18-2) → (R)-2-Benzyloxycarbonylamino-4-methyl-pentanoic acid (2R,3S,4R,5R,6S)-5-acetylamino-6-benzyloxy-4-{1-[1-((R)-3-benzyloxycarbonyl-1-carbamoyl-propylcarbamoyl)-1-methyl-ethylcarbamoyl]-ethoxy}-3-hydroxy-tetrahydro-pyran-2-ylmethyl ester (75957-37-8,80185-81-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 97.9 percent / acetic acid (75percent) / 0.5 h / Heating

2: 63.1 percent / 1-hydroxybenzotriazole, N-ethylmorpholine / dimethylformamide / 16 h / Ambient temperature

With N-ethylmorpholine;; benzotriazol-1-ol; acetic acid; In N,N-dimethyl-formamide;

DOI:10.1248/cpb.29.2215

Reference yield:

(R)-2-Benzyloxycarbonylamino-4-methyl-pentanoic acid (2R,3S,4R,5R,6S)-5-acetylamino-6-benzyloxy-4-{1-[1-((R)-3-benzyloxycarbonyl-1-carbamoyl-propylcarbamoyl)-1-methyl-ethylcarbamoyl]-ethoxy}-3-hydroxy-tetrahydro-pyran-2-ylmethyl ester (75957-37-8,80185-81-5) → C38H57N5O17

Guidance literature:

Multi-step reaction with 2 steps

1: 100 percent / hydrogen / palladium black / acetic acid / 3 h / Ambient temperature

2: 55 percent / ethylmorpholine / dimethylformamide / 16 h / Ambient temperature

With 2-ethylmorpholine; hydrogen; palladium; In acetic acid; N,N-dimethyl-formamide;

DOI:10.1248/cpb.29.2215

upstream raw materials:

2(R)-(carbobenzoxy)amino-4-methylpentanoic acid p-nitrophenyl ester

N-acetyl-1-O-benzyl-α-muramyl-α-aminoisobutyryl-D-isoglutamine benzyl ester

N-acetyl-1-O-benzyl-4,6-O-benzylidene-α-muramyl-α-aminoisobutyryl-D-isoglutamine benzyl ester