(2R,3R,4S,5R,6R)-2-Azidomethyl-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

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Chemical Name:(2R,3R,4S,5R,6R)-2-Azidomethyl-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
CAS No.:335275-39-3
Molecular Formula:C₃₉H₄₉N₃O₁₀
Molecular Weight:719.832
Hs Code.:

(2R,3R,4S,5R,6R)-2-Azidomethyl-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

Synonyms:(2R,3R,4S,5R,6R)-2-Azidomethyl-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

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Chemical Property of (2R,3R,4S,5R,6R)-2-Azidomethyl-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

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Technology Process of (2R,3R,4S,5R,6R)-2-Azidomethyl-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

There total 3 articles about (2R,3R,4S,5R,6R)-2-Azidomethyl-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 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:

: 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

: 335275-39-3
(2R,3R,4S,5R,6R)-2-Azidomethyl-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

Guidance literature:: Multi-step reaction with 4 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

4.1: 81 percent / aq. Ce(NH₄)2(NO₃)6 / acetonitrile / 3 h / 0 °C

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

Reference yield:

: 335275-36-0
(2R,3S,4S,5R,6R)-2-Hydroxymethyl-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

: 335275-39-3
(2R,3R,4S,5R,6R)-2-Azidomethyl-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

Guidance literature:: Multi-step reaction with 3 steps

1: 75 percent / pyridine / CH₂Cl₂ / 17 h / Heating

2: 64 percent / NaN₃ / dimethylformamide / 46 h / 60 °C

3: 81 percent / aq. Ce(NH₄)2(NO₃)6 / acetonitrile / 3 h / 0 °C

With pyridine; sodium azide; ammonium cerium(IV) nitrate; In dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/S0960-894X(00)00692-2

Reference yield:

: 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

: 335275-39-3
(2R,3R,4S,5R,6R)-2-Azidomethyl-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

Guidance literature:: Multi-step reaction with 2 steps

1: 64 percent / NaN₃ / dimethylformamide / 46 h / 60 °C

2: 81 percent / aq. Ce(NH₄)2(NO₃)6 / acetonitrile / 3 h / 0 °C

With sodium azide; ammonium cerium(IV) nitrate; In N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/S0960-894X(00)00692-2