(2R,3S,4S,5R,6R)-2-Azidomethyl-4-(4-methoxy-benzyloxy)-6-[(1R,2R)-2-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-cyclohexyloxy]-tetrahydro-pyran-3,5-diol

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Chemical Name:(2R,3S,4S,5R,6R)-2-Azidomethyl-4-(4-methoxy-benzyloxy)-6-[(1R,2R)-2-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-cyclohexyloxy]-tetrahydro-pyran-3,5-diol
CAS No.:335275-38-2
Molecular Formula:C₄₇H₅₇N₃O₁₁
Molecular Weight:839.983
Hs Code.:

(2R,3S,4S,5R,6R)-2-Azidomethyl-4-(4-methoxy-benzyloxy)-6-[(1R,2R)-2-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-cyclohexyloxy]-tetrahydro-pyran-3,5-diol

Synonyms:(2R,3S,4S,5R,6R)-2-Azidomethyl-4-(4-methoxy-benzyloxy)-6-[(1R,2R)-2-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-cyclohexyloxy]-tetrahydro-pyran-3,5-diol

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Chemical Property of (2R,3S,4S,5R,6R)-2-Azidomethyl-4-(4-methoxy-benzyloxy)-6-[(1R,2R)-2-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-cyclohexyloxy]-tetrahydro-pyran-3,5-diol

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Technology Process of (2R,3S,4S,5R,6R)-2-Azidomethyl-4-(4-methoxy-benzyloxy)-6-[(1R,2R)-2-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-cyclohexyloxy]-tetrahydro-pyran-3,5-diol

There total 4 articles about (2R,3S,4S,5R,6R)-2-Azidomethyl-4-(4-methoxy-benzyloxy)-6-[(1R,2R)-2-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-cyclohexyloxy]-tetrahydro-pyran-3,5-diol 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: 64.0%

: 335275-37-1
Toluene-4-sulfonic acid (2R,3S,4S,5R,6R)-3,5-dihydroxy-4-(4-methoxy-benzyloxy)-6-[(1R,2R)-2-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-cyclohexyloxy]-tetrahydro-pyran-2-ylmethyl ester

: 335275-38-2
(2R,3S,4S,5R,6R)-2-Azidomethyl-4-(4-methoxy-benzyloxy)-6-[(1R,2R)-2-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-cyclohexyloxy]-tetrahydro-pyran-3,5-diol

Guidance literature:: With sodium azide; In N,N-dimethyl-formamide; at 60 ℃; for 46h;
DOI:10.1016/S0960-894X(00)00692-2

Reference yield:

: 2746-25-0
p-Methoxybenzyl bromide

: 335275-38-2
(2R,3S,4S,5R,6R)-2-Azidomethyl-4-(4-methoxy-benzyloxy)-6-[(1R,2R)-2-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-cyclohexyloxy]-tetrahydro-pyran-3,5-diol

Guidance literature:: Multi-step reaction with 3 steps

1.1: Bu₂SnO / benzene / 5 h / Heating

1.2: 81 percent / Bu₄NBr / benzene / 6 h / 60 °C

2.1: 75 percent / pyridine / CH₂Cl₂ / 17 h / Heating

3.1: 64 percent / NaN₃ / dimethylformamide / 46 h / 60 °C

With pyridine; sodium azide; di(n-butyl)tin oxide; In dichloromethane; N,N-dimethyl-formamide; benzene;
DOI:10.1016/S0960-894X(00)00692-2

Reference yield:

: 172147-75-0
(2R,3R,4S,5R,6R)-2-Hydroxymethyl-6-[(1R,2R)-2-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-cyclohexyloxy]-tetrahydro-pyran-3,4,5-triol

: 335275-38-2
(2R,3S,4S,5R,6R)-2-Azidomethyl-4-(4-methoxy-benzyloxy)-6-[(1R,2R)-2-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-cyclohexyloxy]-tetrahydro-pyran-3,5-diol

Guidance literature:: Multi-step reaction with 3 steps

1.1: Bu₂SnO / benzene / 5 h / Heating

1.2: 81 percent / Bu₄NBr / benzene / 6 h / 60 °C

2.1: 75 percent / pyridine / CH₂Cl₂ / 17 h / Heating

3.1: 64 percent / NaN₃ / dimethylformamide / 46 h / 60 °C

With pyridine; sodium azide; di(n-butyl)tin oxide; In dichloromethane; N,N-dimethyl-formamide; benzene;
DOI:10.1016/S0960-894X(00)00692-2