N-(9-fluorenylmethoxycarbonyl)-O-[4,5-di-O-benzoyl-3-azido-6-O-(tert-butyldiphenylsilyl)-2-deoxy-α-D-galactopyranosyl]-L-serine benzyl ester

Base Information

Chemical Name:N-(9-fluorenylmethoxycarbonyl)-O-[4,5-di-O-benzoyl-3-azido-6-O-(tert-butyldiphenylsilyl)-2-deoxy-α-D-galactopyranosyl]-L-serine benzyl ester
CAS No.:1334599-51-7
Molecular Formula:C₆₁H₅₈N₄O₁₁Si
Molecular Weight:1051.24
Hs Code.:

N-(9-fluorenylmethoxycarbonyl)-O-[4,5-di-O-benzoyl-3-azido-6-O-(tert-butyldiphenylsilyl)-2-deoxy-α-D-galactopyranosyl]-L-serine benzyl ester

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Chemical Property of N-(9-fluorenylmethoxycarbonyl)-O-[4,5-di-O-benzoyl-3-azido-6-O-(tert-butyldiphenylsilyl)-2-deoxy-α-D-galactopyranosyl]-L-serine benzyl ester

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Technology Process of N-(9-fluorenylmethoxycarbonyl)-O-[4,5-di-O-benzoyl-3-azido-6-O-(tert-butyldiphenylsilyl)-2-deoxy-α-D-galactopyranosyl]-L-serine benzyl ester

There total 5 articles about N-(9-fluorenylmethoxycarbonyl)-O-[4,5-di-O-benzoyl-3-azido-6-O-(tert-butyldiphenylsilyl)-2-deoxy-α-D-galactopyranosyl]-L-serine 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:

: 1334599-12-0
C₃₃H₃₉N₃O₆SSi

: 118358-66-0,73724-46-6
N-(9-fluorenylmethyloxycarbonyl)-L-serine benzyl ester

: 1334599-51-7
N-(9-fluorenylmethoxycarbonyl)-O-[4,5-di-O-benzoyl-3-azido-6-O-(tert-butyldiphenylsilyl)-2-deoxy-α-D-galactopyranosyl]-L-serine benzyl ester

Guidance literature:: C₃₃H₃₉N₃O₆SSi; N-(9-fluorenylmethyloxycarbonyl)-L-serine benzyl ester; In dichloromethane; at 20 ℃; for 0.5h; Molecular sieve;

With N-iodo-succinimide; trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at 0 ℃; stereoselective reaction; Molecular sieve;
DOI:10.1039/c1ob05893b

Reference yield:

: 84278-00-2
1,3,4,6-tetra-O-acetyl-2-azido-2-deoxy-D-galactopyranose

: 1334599-51-7
N-(9-fluorenylmethoxycarbonyl)-O-[4,5-di-O-benzoyl-3-azido-6-O-(tert-butyldiphenylsilyl)-2-deoxy-α-D-galactopyranosyl]-L-serine benzyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: boron trifluoride diethyl etherate / dichloromethane / 20 °C

2.1: methanol; sodium methylate / 20 °C

3.1: 1H-imidazole / N,N-dimethyl-formamide / 20 °C

4.1: dmap; triethylamine / dichloromethane / 1 h

5.1: dichloromethane / 0.5 h / 20 °C / Molecular sieve

5.2: 0 °C / Molecular sieve

With 1H-imidazole; methanol; dmap; boron trifluoride diethyl etherate; sodium methylate; triethylamine; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1039/c1ob05893b

Reference yield:

: 1334599-13-1
C₂₉H₃₅N₃O₄SSi

: 1334599-51-7
N-(9-fluorenylmethoxycarbonyl)-O-[4,5-di-O-benzoyl-3-azido-6-O-(tert-butyldiphenylsilyl)-2-deoxy-α-D-galactopyranosyl]-L-serine benzyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: dmap; triethylamine / dichloromethane / 1 h

2.1: dichloromethane / 0.5 h / 20 °C / Molecular sieve

2.2: 0 °C / Molecular sieve

With dmap; triethylamine; In dichloromethane;
DOI:10.1039/c1ob05893b