(5R)-N^α-(fluoren-9-ylmethoxycarbonyl)-N^ε-benzyloxycarbonyl-5-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-5-hydroxy-L-lysine allyl ester

Base Information

• Chemical Name: (5R)-N^α-(fluoren-9-ylmethoxycarbonyl)-N^ε-benzyloxycarbonyl-5-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-5-hydroxy-L-lysine allyl ester
• CAS No.: 270913-32-1
• Molecular Formula: C₄₆H₅₂N₂O₁₆
• Molecular Weight: 888.923
• Mol file: 270913-32-1.mol

Synonyms:(5R)-N^α-(fluoren-9-ylmethoxycarbonyl)-N^ε-benzyloxycarbonyl-5-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-5-hydroxy-L-lysine allyl ester

Chemical Property of (5R)-N^α-(fluoren-9-ylmethoxycarbonyl)-N^ε-benzyloxycarbonyl-5-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-5-hydroxy-L-lysine allyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (5R)-N^α-(fluoren-9-ylmethoxycarbonyl)-N^ε-benzyloxycarbonyl-5-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-5-hydroxy-L-lysine allyl ester

There total 2 articles about (5R)-N^α-(fluoren-9-ylmethoxycarbonyl)-N^ε-benzyloxycarbonyl-5-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-5-hydroxy-L-lysine allyl 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: 82.0%

(5R)-Nα-[(fluoren-9-yl)methoxycarbonyl]-Nε-benzyloxycarbonyl-5-hydroxy-L-lysine allyl ester (254757-67-0) + 1-bromo-1-deoxy-2,3,4,6-tetra-O-acetyl-a-D-galactopyranoside (3068-32-4) → (5R)-Nα-(fluoren-9-ylmethoxycarbonyl)-Nε-benzyloxycarbonyl-5-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-5-hydroxy-L-lysine allyl ester (270913-32-1)

Guidance literature:

With molecular sieve; silver silicate; In dichloromethane; at 0 ℃;

DOI:10.1016/S0040-4020(00)00061-2

Reference yield:

Caesium; (2S,5R)-6-benzyloxycarbonylamino-2-(9H-fluoren-9-ylmethoxycarbonylamino)-5-hydroxy-hexanoate → (5R)-Nα-(fluoren-9-ylmethoxycarbonyl)-Nε-benzyloxycarbonyl-5-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-5-hydroxy-L-lysine allyl ester (270913-32-1)

Guidance literature:

Multi-step reaction with 2 steps

1: dimethylformamide / 20 °C

2: 82 percent / silver silicate; molecular sieves / CH₂Cl₂ / 0 °C

With molecular sieve; silver silicate; In dichloromethane; N,N-dimethyl-formamide; 1: Esterification / 2: glycosylation;

DOI:10.1016/S0040-4020(00)00061-2

upstream raw materials:

(5R)-N^α-[(fluoren-9-yl)methoxycarbonyl]-N^ε-benzyloxycarbonyl-5-hydroxy-L-lysine allyl ester

1-bromo-1-deoxy-2,3,4,6-tetra-O-acetyl-a-D-galactopyranoside