(2R,3R,4R,5S,6S)-2-Azidomethyl-3,4,5-tris-benzyloxy-6-vinyl-tetrahydro-pyran

Base Information

Chemical Name:(2R,3R,4R,5S,6S)-2-Azidomethyl-3,4,5-tris-benzyloxy-6-vinyl-tetrahydro-pyran
CAS No.:676241-14-8
Molecular Formula:C₂₉H₃₁N₃O₄
Molecular Weight:485.583
Hs Code.:

Synonyms:(2R,3R,4R,5S,6S)-2-Azidomethyl-3,4,5-tris-benzyloxy-6-vinyl-tetrahydro-pyran

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Chemical Property of (2R,3R,4R,5S,6S)-2-Azidomethyl-3,4,5-tris-benzyloxy-6-vinyl-tetrahydro-pyran

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Technology Process of (2R,3R,4R,5S,6S)-2-Azidomethyl-3,4,5-tris-benzyloxy-6-vinyl-tetrahydro-pyran

There total 4 articles about (2R,3R,4R,5S,6S)-2-Azidomethyl-3,4,5-tris-benzyloxy-6-vinyl-tetrahydro-pyran 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:

: C₃₀H₃₄O₇S

: 676241-14-8
(2R,3R,4R,5S,6S)-2-Azidomethyl-3,4,5-tris-benzyloxy-6-vinyl-tetrahydro-pyran

Guidance literature:: With sodium azide; In N,N-dimethyl-formamide; at 90 ℃; for 20h;
DOI:10.1016/j.tetlet.2003.12.032

Reference yield:

: 112219-66-6
(2R,3R,4R,5S,6S)-3,4,5-tris(benzyloxy)-2-(benzyloxymethyl)-6-vinyltetrahydro-2H-pyran

: 676241-14-8
(2R,3R,4R,5S,6S)-2-Azidomethyl-3,4,5-tris-benzyloxy-6-vinyl-tetrahydro-pyran

Guidance literature:: Multi-step reaction with 4 steps

1: trimethylsilyl trifluoromethanesulfonate / dichloromethane / 1 h / -40 °C

2: sodium methylate / methanol / 20 h / 20 °C

3: triethylamine / dichloromethane / 20 h / 20 °C

4: sodium azide / N,N-dimethyl-formamide / 20 h / 90 °C

With sodium azide; trimethylsilyl trifluoromethanesulfonate; sodium methylate; triethylamine; In methanol; dichloromethane; N,N-dimethyl-formamide; 2: Zemplen deacetylation;
DOI:10.1016/j.tetlet.2003.12.032

Reference yield:

: 676241-03-5
((2R,3R,4R,5S,6S)-3,4,5-Tris-benzyloxy-6-vinyl-tetrahydro-pyran-2-yl)-methanol

: 676241-14-8
(2R,3R,4R,5S,6S)-2-Azidomethyl-3,4,5-tris-benzyloxy-6-vinyl-tetrahydro-pyran

Guidance literature:: Multi-step reaction with 2 steps

1: triethylamine / dichloromethane / 20 h / 20 °C

2: sodium azide / N,N-dimethyl-formamide / 20 h / 90 °C

With sodium azide; triethylamine; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.tetlet.2003.12.032