N-(9-fluorenylmethoxycarbonyl)-O-(3,4,6-tri-O-acetyl-2-azido-2-deoxy-α-D-galactopyranosyl)-L-threonine diphenylmethyl ester

Base Information

Chemical Name:N-(9-fluorenylmethoxycarbonyl)-O-(3,4,6-tri-O-acetyl-2-azido-2-deoxy-α-D-galactopyranosyl)-L-threonine diphenylmethyl ester
CAS No.:172325-14-3
Molecular Formula:C₄₄H₄₄N₄O₁₂
Molecular Weight:820.853
Hs Code.:

Synonyms:N-(9-fluorenylmethoxycarbonyl)-O-(3,4,6-tri-O-acetyl-2-azido-2-deoxy-α-D-galactopyranosyl)-L-threonine diphenylmethyl ester

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Chemical Property of N-(9-fluorenylmethoxycarbonyl)-O-(3,4,6-tri-O-acetyl-2-azido-2-deoxy-α-D-galactopyranosyl)-L-threonine diphenylmethyl ester

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Technology Process of N-(9-fluorenylmethoxycarbonyl)-O-(3,4,6-tri-O-acetyl-2-azido-2-deoxy-α-D-galactopyranosyl)-L-threonine diphenylmethyl ester

There total 5 articles about N-(9-fluorenylmethoxycarbonyl)-O-(3,4,6-tri-O-acetyl-2-azido-2-deoxy-α-D-galactopyranosyl)-L-threonine diphenylmethyl 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: 91.0%

: 28920-43-6
(fluorenylmethoxy)carbonyl chloride

: 172325-10-9
O-(3,4,6-tri-O-acetyl-2-azido-2-deoxy-α-D-galactopyranosyl)-L-threonine diphenylmethyl ester

: 172325-14-3
N-(9-fluorenylmethoxycarbonyl)-O-(3,4,6-tri-O-acetyl-2-azido-2-deoxy-α-D-galactopyranosyl)-L-threonine diphenylmethyl ester

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In dichloromethane; for 0.75h; Ambient temperature;
DOI:10.1016/0008-6215(95)00016-M

Reference yield: 91.0%

: 82911-69-1
N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide

: 172325-10-9
O-(3,4,6-tri-O-acetyl-2-azido-2-deoxy-α-D-galactopyranosyl)-L-threonine diphenylmethyl ester

: 172325-14-3
N-(9-fluorenylmethoxycarbonyl)-O-(3,4,6-tri-O-acetyl-2-azido-2-deoxy-α-D-galactopyranosyl)-L-threonine diphenylmethyl ester

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In dichloromethane; for 0.75h; Ambient temperature;
DOI:10.1016/0008-6215(95)00016-M

Reference yield:

: 67673-39-6
3,4,6-tri-O-acetyl-2-azido-2-deoxy-alpha-D-galactopyranosyl bromide

: 172325-14-3
N-(9-fluorenylmethoxycarbonyl)-O-(3,4,6-tri-O-acetyl-2-azido-2-deoxy-α-D-galactopyranosyl)-L-threonine diphenylmethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 76 percent / AgClO₄, 2,4,6-collidine / CH₂Cl₂ / 0.25 h

2: 91 percent / aq. TFA / tetrahydrofuran / 0.08 h

3: 91 percent / i-Pr₂NEt / CH₂Cl₂ / 0.75 h / Ambient temperature

With 2,4,6-trimethyl-pyridine; silver perchlorate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In tetrahydrofuran; dichloromethane;
DOI:10.1016/0008-6215(95)00016-M