N-(benzyloxycarbonyl)-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-L-serine methyl ester

Base Information

Chemical Name:N-(benzyloxycarbonyl)-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-L-serine methyl ester
CAS No.:5508-22-5
Molecular Formula:C₂₆H₃₃NO₁₄
Molecular Weight:583.546
Hs Code.:

Synonyms:N-(benzyloxycarbonyl)-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-L-serine methyl ester

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Chemical Property of N-(benzyloxycarbonyl)-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-L-serine methyl ester

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Technology Process of N-(benzyloxycarbonyl)-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-L-serine methyl ester

There total 8 articles about N-(benzyloxycarbonyl)-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-L-serine 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: 46.0%

: 1676-81-9
N-benzyloxycarbonyl-L-serine methyl ester

: 74808-10-9
O-(2,3,4,6-Tetra-O-acetyl-α-D-glucopyranosyl)trichloroacetimidate

: 5508-22-5
N-(benzyloxycarbonyl)-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-L-serine methyl ester

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; In dichloromethane; for 3h;
DOI:10.1039/b412030b

Reference yield: 34.0%

: 1676-81-9
N-benzyloxycarbonyl-L-serine methyl ester

: 231607-35-5
ethyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl disulfide

: 5508-22-5
N-(benzyloxycarbonyl)-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-L-serine methyl ester

Guidance literature:: With N-iodo-succinimide; 4 A molecular sieve; triethylsilyl trifluoromethyl sulfonate; In dichloromethane; at 20 ℃; for 24h;
DOI:10.1021/jo051374j

Reference yield:

: 219668-45-8
2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl methanethiolsulfonate

: 5508-22-5
N-(benzyloxycarbonyl)-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-L-serine methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 96 percent / triethylamine / CH₂Cl₂ / 2 h / 20 °C

2: 34 percent / NIS; molecular sieves 4 Angstroem; TESOTf / CH₂Cl₂ / 24 h / 20 °C

With N-iodo-succinimide; 4 A molecular sieve; triethylsilyl trifluoromethyl sulfonate; triethylamine; In dichloromethane;
DOI:10.1021/jo051374j