(S)-2-{(S)-2-[((2S,3S,4R,5R,6S)-5-Benzyloxycarbonylamino-3,4-dihydroxy-6-methoxy-tetrahydro-pyran-2-carbonyl)-amino]-3-phenyl-propionylamino}-4-methyl-pentanoic acid methyl ester

Base Information

• Chemical Name: (S)-2-{(S)-2-[((2S,3S,4R,5R,6S)-5-Benzyloxycarbonylamino-3,4-dihydroxy-6-methoxy-tetrahydro-pyran-2-carbonyl)-amino]-3-phenyl-propionylamino}-4-methyl-pentanoic acid methyl ester
• CAS No.: 183742-79-2
• Molecular Formula: C₃₁H₄₁N₃O₁₀
• Molecular Weight: 615.681
• Mol file: 183742-79-2.mol

Synonyms:(S)-2-{(S)-2-[((2S,3S,4R,5R,6S)-5-Benzyloxycarbonylamino-3,4-dihydroxy-6-methoxy-tetrahydro-pyran-2-carbonyl)-amino]-3-phenyl-propionylamino}-4-methyl-pentanoic acid methyl ester

Chemical Property of (S)-2-{(S)-2-[((2S,3S,4R,5R,6S)-5-Benzyloxycarbonylamino-3,4-dihydroxy-6-methoxy-tetrahydro-pyran-2-carbonyl)-amino]-3-phenyl-propionylamino}-4-methyl-pentanoic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-2-{(S)-2-[((2S,3S,4R,5R,6S)-5-Benzyloxycarbonylamino-3,4-dihydroxy-6-methoxy-tetrahydro-pyran-2-carbonyl)-amino]-3-phenyl-propionylamino}-4-methyl-pentanoic acid methyl ester

There total 1 articles about (S)-2-{(S)-2-[((2S,3S,4R,5R,6S)-5-Benzyloxycarbonylamino-3,4-dihydroxy-6-methoxy-tetrahydro-pyran-2-carbonyl)-amino]-3-phenyl-propionylamino}-4-methyl-pentanoic acid methyl 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: 73.0%

L-phenylalanyl-L-leucine methyl ester (38155-19-0) + 2-benzyloxycarbonylamino-O1-methyl-2-deoxy-α-D-glucopyranuronic acid (183742-82-7) → (S)-2-{(S)-2-[((2S,3S,4R,5R,6S)-5-Benzyloxycarbonylamino-3,4-dihydroxy-6-methoxy-tetrahydro-pyran-2-carbonyl)-amino]-3-phenyl-propionylamino}-4-methyl-pentanoic acid methyl ester (183742-79-2)

Guidance literature:

With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; for 10h;

DOI:10.1021/ja961068a

Reference yield:

(S)-2-{(S)-2-[((2S,3S,4R,5R,6S)-5-Benzyloxycarbonylamino-3,4-dihydroxy-6-methoxy-tetrahydro-pyran-2-carbonyl)-amino]-3-phenyl-propionylamino}-4-methyl-pentanoic acid methyl ester (183742-79-2) → (S)-2-{(S)-2-[((2S,3S,4R,5R,6S)-5-Amino-3,4-dihydroxy-6-methoxy-tetrahydro-pyran-2-carbonyl)-amino]-3-phenyl-propionylamino}-4-methyl-pentanoic acid methyl ester

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; for 1h;

DOI:10.1021/ja961068a

Reference yield:

(S)-2-{(S)-2-[((2S,3S,4R,5R,6S)-5-Benzyloxycarbonylamino-3,4-dihydroxy-6-methoxy-tetrahydro-pyran-2-carbonyl)-amino]-3-phenyl-propionylamino}-4-methyl-pentanoic acid methyl ester (183742-79-2) → (S)-2-[(S)-2-({(2S,3S,4R,5R,6S)-5-[(S)-2-Benzyloxycarbonylamino-3-(4-hydroxy-phenyl)-propionylamino]-3,4-dihydroxy-6-methoxy-tetrahydro-pyran-2-carbonyl}-amino)-3-phenyl-propionylamino]-4-methyl-pentanoic acid methyl ester (183742-80-5)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂ / 10percent Pd/C / methanol / 1 h

2: HOBt, EDCI*HCl, N-methylmorpholine / tetrahydrofuran / 10 h

With 4-methyl-morpholine; hydrogen; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; palladium on activated charcoal; In tetrahydrofuran; methanol;

DOI:10.1021/ja961068a

upstream raw materials:

L-phenylalanyl-L-leucine methyl ester

2-benzyloxycarbonylamino-O¹-methyl-2-deoxy-α-D-glucopyranuronic acid

Downstream raw materials:

(S)-2-[(S)-2-({(2S,3S,4R,5R,6S)-5-[(S)-2-Benzyloxycarbonylamino-3-(4-hydroxy-phenyl)-propionylamino]-3,4-dihydroxy-6-methoxy-tetrahydro-pyran-2-carbonyl}-amino)-3-phenyl-propionylamino]-4-methyl-pentanoic acid methyl ester