4-O-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-N-benzyloxycarbonyl-D-tyrosine benzyl ester

Base Information

• Chemical Name: 4-O-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-N-benzyloxycarbonyl-D-tyrosine benzyl ester
• CAS No.: 920306-98-5
• Molecular Formula: C₅₈H₅₇NO₁₀
• Molecular Weight: 928.091

Synonyms:4-O-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-N-benzyloxycarbonyl-D-tyrosine benzyl ester

Chemical Property of 4-O-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-N-benzyloxycarbonyl-D-tyrosine benzyl ester

Chemical Property:

Purity/Quality:

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Technology Process of 4-O-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-N-benzyloxycarbonyl-D-tyrosine benzyl ester

There total 3 articles about 4-O-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-N-benzyloxycarbonyl-D-tyrosine benzyl 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: 51.0%

2,3,4,6-Tetra-O-benzyl-D-glucopyranose (4291-69-4,6386-24-9,6564-72-3,59531-24-7,69257-52-9,78184-89-1,78609-16-2,78609-17-3,78609-18-4,96553-53-6,104111-61-7,131347-08-5,4132-28-9) + N-benzyloxycarbonyl-D-tyrosine benzyl ester (920306-95-2) → 4-O-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-N-benzyloxycarbonyl-D-tyrosine benzyl ester (920306-98-5) + 4-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-N-benzyloxycarbonyl-D-tyrosine benzyl ester

Guidance literature:

2,3,4,6-Tetra-O-benzyl-D-glucopyranose; With dicyclohexyl-carbodiimide; copper(l) chloride; at 90 ℃; for 2h;

N-benzyloxycarbonyl-D-tyrosine benzyl ester; at 90 ℃; for 1.5h;

DOI:10.1016/j.bmc.2006.10.008

Reference yield:

benzyl bromide (100-39-0) → 4-O-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-N-benzyloxycarbonyl-D-tyrosine benzyl ester (920306-98-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 94 percent / sodium hydrogencarbonate / dimethylformamide / 21 h / 20 °C

2.1: N,N'-dicyclohexylcarbodiimide; CuCl / 2 h / 90 °C

2.2: 51 percent / 1.5 h / 90 °C

With sodium hydrogencarbonate; dicyclohexyl-carbodiimide; copper(l) chloride; In N,N-dimethyl-formamide;

DOI:10.1016/j.bmc.2006.10.008

Reference yield:

N-α-benzyloxycarbonyl-D-tyrosine (64205-12-5) → 4-O-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-N-benzyloxycarbonyl-D-tyrosine benzyl ester (920306-98-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 94 percent / sodium hydrogencarbonate / dimethylformamide / 21 h / 20 °C

2.1: N,N'-dicyclohexylcarbodiimide; CuCl / 2 h / 90 °C

2.2: 51 percent / 1.5 h / 90 °C

With sodium hydrogencarbonate; dicyclohexyl-carbodiimide; copper(l) chloride; In N,N-dimethyl-formamide;

DOI:10.1016/j.bmc.2006.10.008

upstream raw materials:

2,3,4,6-Tetra-O-benzyl-D-glucopyranose

N-benzyloxycarbonyl-D-tyrosine benzyl ester

benzyl bromide

N-α-benzyloxycarbonyl-D-tyrosine

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