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

Base Information

Chemical Name:(1R,2R,3S,4R,6S)-1-O-(6'-azido-6'-deoxy-2',3',4'-tri-O-benzyl-α-L-glucopyranosyl)-4,6-diazido-cyclohexan-2,3-ol
CAS No.:864862-16-8
Molecular Formula:C₃₃H₃₇N₉O₇
Molecular Weight:671.713
Hs Code.:

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

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

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

There total 5 articles about (1R,2R,3S,4R,6S)-1-O-(6'-azido-6'-deoxy-2',3',4'-tri-O-benzyl-α-L-glucopyranosyl)-4,6-diazido-cyclohexan-2,3-ol 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: 89.0%

: 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

: 864862-16-8
(1R,2R,3S,4R,6S)-1-O-(6'-azido-6'-deoxy-2',3',4'-tri-O-benzyl-α-L-glucopyranosyl)-4,6-diazido-cyclohexan-2,3-ol

Guidance literature:: With sodium methylate; In methanol; at 20 ℃; for 18h;
DOI:10.1039/b505865a

Reference yield:

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

: 864862-16-8
(1R,2R,3S,4R,6S)-1-O-(6'-azido-6'-deoxy-2',3',4'-tri-O-benzyl-α-L-glucopyranosyl)-4,6-diazido-cyclohexan-2,3-ol

Guidance literature:: Multi-step reaction with 3 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

3: 89 percent / NaOMe / methanol / 18 h / 20 °C

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

Reference yield:

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

: 864862-16-8
(1R,2R,3S,4R,6S)-1-O-(6'-azido-6'-deoxy-2',3',4'-tri-O-benzyl-α-L-glucopyranosyl)-4,6-diazido-cyclohexan-2,3-ol

Guidance literature:: Multi-step reaction with 2 steps

1: 55 percent / 4 Angstroem molecular sieves; N-iodosuccinimide; AgOTf / CH₂Cl₂ / 2 h / 0 °C

2: 89 percent / NaOMe / methanol / 18 h / 20 °C

With N-iodo-succinimide; 4 A molecular sieve; sodium methylate; silver trifluoromethanesulfonate; In methanol; dichloromethane;
DOI:10.1039/b505865a