(1R,2S,3S,4R,6S)-1-O-(6'-azido-6'-deoxy-2',3',4'-tri-O-benzyl-α-L-glucopyranosyl)-2,3-diacetoxy-4,6-diazido-cyclohexanol

Base Information

Chemical Name:(1R,2S,3S,4R,6S)-1-O-(6'-azido-6'-deoxy-2',3',4'-tri-O-benzyl-α-L-glucopyranosyl)-2,3-diacetoxy-4,6-diazido-cyclohexanol
CAS No.:864862-15-7
Molecular Formula:C₃₇H₄₁N₉O₉
Molecular Weight:755.787
Hs Code.:

Synonyms:(1R,2S,3S,4R,6S)-1-O-(6'-azido-6'-deoxy-2',3',4'-tri-O-benzyl-α-L-glucopyranosyl)-2,3-diacetoxy-4,6-diazido-cyclohexanol

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Chemical Property of (1R,2S,3S,4R,6S)-1-O-(6'-azido-6'-deoxy-2',3',4'-tri-O-benzyl-α-L-glucopyranosyl)-2,3-diacetoxy-4,6-diazido-cyclohexanol

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Technology Process of (1R,2S,3S,4R,6S)-1-O-(6'-azido-6'-deoxy-2',3',4'-tri-O-benzyl-α-L-glucopyranosyl)-2,3-diacetoxy-4,6-diazido-cyclohexanol

There total 4 articles about (1R,2S,3S,4R,6S)-1-O-(6'-azido-6'-deoxy-2',3',4'-tri-O-benzyl-α-L-glucopyranosyl)-2,3-diacetoxy-4,6-diazido-cyclohexanol 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: 55.0%

: 864862-20-4
(2S,3S,4R,5S,6R)-2-Azidomethyl-3,4,5-tris-benzyloxy-6-phenylsulfanyl-tetrahydro-pyran

: 236115-61-0
[(1S,2S,3R,4S,6R)-2-acetoxy-4,6-diazido-3-hydroxy-cyclohexyl] acetate

: 864862-15-7
(1R,2S,3S,4R,6S)-1-O-(6'-azido-6'-deoxy-2',3',4'-tri-O-benzyl-α-L-glucopyranosyl)-2,3-diacetoxy-4,6-diazido-cyclohexanol

Guidance literature:: With N-iodo-succinimide; 4 A molecular sieve; silver trifluoromethanesulfonate; In dichloromethane; at 0 ℃; for 2h;
DOI:10.1039/b505865a

Reference yield:

: (2S,3R,4R,5S,6R)-2-Azidomethyl-6-phenylsulfanyl-tetrahydro-pyran-3,4,5-triol

: 864862-15-7
(1R,2S,3S,4R,6S)-1-O-(6'-azido-6'-deoxy-2',3',4'-tri-O-benzyl-α-L-glucopyranosyl)-2,3-diacetoxy-4,6-diazido-cyclohexanol

Guidance literature:: Multi-step reaction with 2 steps

1: 27 percent / sodium hydride / dimethylformamide / 0 - 20 °C

2: 55 percent / 4 Angstroem molecular sieves; N-iodosuccinimide; AgOTf / CH₂Cl₂ / 2 h / 0 °C

With N-iodo-succinimide; 4 A molecular sieve; silver trifluoromethanesulfonate; sodium hydride; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1039/b505865a

Reference yield:

: 100-39-0
benzyl bromide

: 864862-15-7
(1R,2S,3S,4R,6S)-1-O-(6'-azido-6'-deoxy-2',3',4'-tri-O-benzyl-α-L-glucopyranosyl)-2,3-diacetoxy-4,6-diazido-cyclohexanol

Guidance literature:: Multi-step reaction with 2 steps

1: 27 percent / sodium hydride / dimethylformamide / 0 - 20 °C

2: 55 percent / 4 Angstroem molecular sieves; N-iodosuccinimide; AgOTf / CH₂Cl₂ / 2 h / 0 °C

With N-iodo-succinimide; 4 A molecular sieve; silver trifluoromethanesulfonate; sodium hydride; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1039/b505865a