N-[(1R,2S,4R,5S)-2-(benzyloxycarbonylamino)-4,5-epoxycyclohexane]-2,3,4-tri-O-acetyl-α-L-fucopyranosylamine

Base Information

Chemical Name:N-[(1R,2S,4R,5S)-2-(benzyloxycarbonylamino)-4,5-epoxycyclohexane]-2,3,4-tri-O-acetyl-α-L-fucopyranosylamine
CAS No.:1453117-99-1
Molecular Formula:C₂₇H₃₄N₂O₁₁
Molecular Weight:562.574
Hs Code.:

Synonyms:N-[(1R,2S,4R,5S)-2-(benzyloxycarbonylamino)-4,5-epoxycyclohexane]-2,3,4-tri-O-acetyl-α-L-fucopyranosylamine

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Chemical Property of N-[(1R,2S,4R,5S)-2-(benzyloxycarbonylamino)-4,5-epoxycyclohexane]-2,3,4-tri-O-acetyl-α-L-fucopyranosylamine

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Technology Process of N-[(1R,2S,4R,5S)-2-(benzyloxycarbonylamino)-4,5-epoxycyclohexane]-2,3,4-tri-O-acetyl-α-L-fucopyranosylamine

There total 6 articles about N-[(1R,2S,4R,5S)-2-(benzyloxycarbonylamino)-4,5-epoxycyclohexane]-2,3,4-tri-O-acetyl-α-L-fucopyranosylamine 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%

: 1329602-73-4
C₂₇H₃₄N₂O₁₀

: 1453117-99-1
N-[(1R,2S,4R,5S)-2-(benzyloxycarbonylamino)-4,5-epoxycyclohexane]-2,3,4-tri-O-acetyl-α-L-fucopyranosylamine

Guidance literature:: With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 20 ℃; for 4h; Inert atmosphere;
DOI:10.1002/ejoc.201300236

Reference yield:

: 746670-87-1
(1R,6S)-6-(benzyloxycarbonylamino)cyclohex-3-enecarboxylic acid

: 1453117-99-1
N-[(1R,2S,4R,5S)-2-(benzyloxycarbonylamino)-4,5-epoxycyclohexane]-2,3,4-tri-O-acetyl-α-L-fucopyranosylamine

Guidance literature:: Multi-step reaction with 3 steps

1.1: triphenylphosphine / acetonitrile / Inert atmosphere

2.1: triphenylphosphine / nitromethane / Reflux; Inert atmosphere

2.2: 40 °C / Inert atmosphere

3.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 4 h / 20 °C / Inert atmosphere

With 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; In nitromethane; dichloromethane; acetonitrile;
DOI:10.1002/ejoc.201300236

Reference yield:

: 1329602-70-1
C₂₀H₂₀N₂O₃S

: 1453117-99-1
N-[(1R,2S,4R,5S)-2-(benzyloxycarbonylamino)-4,5-epoxycyclohexane]-2,3,4-tri-O-acetyl-α-L-fucopyranosylamine

Guidance literature:: Multi-step reaction with 2 steps

1.1: triphenylphosphine / nitromethane / Reflux; Inert atmosphere

1.2: 40 °C / Inert atmosphere

2.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 4 h / 20 °C / Inert atmosphere

With 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; In nitromethane; dichloromethane;
DOI:10.1002/ejoc.201300236