N-(9H-fluoren-9-yl)-methoxycarbonyl-O-(2-acetamido-2,6-dideoxy-6-fluoro-3-O-[3,4-di-O-benzyl-2,6-dideoxy-2,6-fluoro-β-D-galactopyranosyl]-α-D-galactopyranosyl)-L-threonine

Base Information

Chemical Name:N-(9H-fluoren-9-yl)-methoxycarbonyl-O-(2-acetamido-2,6-dideoxy-6-fluoro-3-O-[3,4-di-O-benzyl-2,6-dideoxy-2,6-fluoro-β-D-galactopyranosyl]-α-D-galactopyranosyl)-L-threonine
CAS No.:1356032-72-8
Molecular Formula:C₄₇H₅₁F₃N₂O₁₂
Molecular Weight:892.923
Hs Code.:

N-(9H-fluoren-9-yl)-methoxycarbonyl-O-(2-acetamido-2,6-dideoxy-6-fluoro-3-O-[3,4-di-O-benzyl-2,6-dideoxy-2,6-fluoro-β-D-galactopyranosyl]-α-D-galactopyranosyl)-L-threonine

Synonyms:N-(9H-fluoren-9-yl)-methoxycarbonyl-O-(2-acetamido-2,6-dideoxy-6-fluoro-3-O-[3,4-di-O-benzyl-2,6-dideoxy-2,6-fluoro-β-D-galactopyranosyl]-α-D-galactopyranosyl)-L-threonine

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Chemical Property of N-(9H-fluoren-9-yl)-methoxycarbonyl-O-(2-acetamido-2,6-dideoxy-6-fluoro-3-O-[3,4-di-O-benzyl-2,6-dideoxy-2,6-fluoro-β-D-galactopyranosyl]-α-D-galactopyranosyl)-L-threonine

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Technology Process of N-(9H-fluoren-9-yl)-methoxycarbonyl-O-(2-acetamido-2,6-dideoxy-6-fluoro-3-O-[3,4-di-O-benzyl-2,6-dideoxy-2,6-fluoro-β-D-galactopyranosyl]-α-D-galactopyranosyl)-L-threonine

There total 3 articles about N-(9H-fluoren-9-yl)-methoxycarbonyl-O-(2-acetamido-2,6-dideoxy-6-fluoro-3-O-[3,4-di-O-benzyl-2,6-dideoxy-2,6-fluoro-β-D-galactopyranosyl]-α-D-galactopyranosyl)-L-threonine 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: 80.0%

: 1356032-71-7
N-(9H-fluoren-9-yl)-methoxycarbonyl-O-(2-acetamido-2,6-dideoxy-6-fluoro-3-O-[3,4-di-O-benzyl-2,6-dideoxy-2,6-fluoro-β-D-galactopyranosyl]-α-D-galactopyranosyl)-L-threonine tert-butyl ester

: 1356032-72-8
N-(9H-fluoren-9-yl)-methoxycarbonyl-O-(2-acetamido-2,6-dideoxy-6-fluoro-3-O-[3,4-di-O-benzyl-2,6-dideoxy-2,6-fluoro-β-D-galactopyranosyl]-α-D-galactopyranosyl)-L-threonine

Guidance literature:: With trifluoroacetic acid; In water; at 20 ℃; for 3h;
DOI:10.1039/c1cc15139h

Reference yield:

: 3,4-di-O-benzyl-2,6-dideoxy-2,6-fluoro-D-galactopyranose

: 1356032-72-8
N-(9H-fluoren-9-yl)-methoxycarbonyl-O-(2-acetamido-2,6-dideoxy-6-fluoro-3-O-[3,4-di-O-benzyl-2,6-dideoxy-2,6-fluoro-β-D-galactopyranosyl]-α-D-galactopyranosyl)-L-threonine

Guidance literature:: Multi-step reaction with 3 steps

1.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 16 h / 0 - 20 °C

2.1: dichloromethane / 0.5 h / 20 °C / Inert atmosphere; Molecular sieve

2.2: 20 h / -10 - 20 °C / Inert atmosphere; Molecular sieve

3.1: trifluoroacetic acid / water / 3 h / 20 °C

With 1,8-diazabicyclo[5.4.0]undec-7-ene; trifluoroacetic acid; In dichloromethane; water; 2.1: Schmidt reaction / 2.2: Schmidt reaction;
DOI:10.1039/c1cc15139h

Reference yield:

: 1356032-70-6
3,4-di-O-benzyl-2,6-dideoxy-2,6-fluoro-α-D-galactopyranosyl trichloroacetimidate

: 1356032-72-8
N-(9H-fluoren-9-yl)-methoxycarbonyl-O-(2-acetamido-2,6-dideoxy-6-fluoro-3-O-[3,4-di-O-benzyl-2,6-dideoxy-2,6-fluoro-β-D-galactopyranosyl]-α-D-galactopyranosyl)-L-threonine

Guidance literature:: Multi-step reaction with 2 steps

1.1: dichloromethane / 0.5 h / 20 °C / Inert atmosphere; Molecular sieve

1.2: 20 h / -10 - 20 °C / Inert atmosphere; Molecular sieve

2.1: trifluoroacetic acid / water / 3 h / 20 °C

With trifluoroacetic acid; In dichloromethane; water; 1.1: Schmidt reaction / 1.2: Schmidt reaction;
DOI:10.1039/c1cc15139h