(2R,3S,4R,5R,6R)-5-Azido-4-benzyloxy-2-methyl-6-phenylselanyl-tetrahydro-pyran-3-ol

Base Information

Chemical Name:(2R,3S,4R,5R,6R)-5-Azido-4-benzyloxy-2-methyl-6-phenylselanyl-tetrahydro-pyran-3-ol
CAS No.:902767-97-9
Molecular Formula:C₁₉H₂₁N₃O₃Se
Molecular Weight:418.354
Hs Code.:

Synonyms:(2R,3S,4R,5R,6R)-5-Azido-4-benzyloxy-2-methyl-6-phenylselanyl-tetrahydro-pyran-3-ol

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Chemical Property of (2R,3S,4R,5R,6R)-5-Azido-4-benzyloxy-2-methyl-6-phenylselanyl-tetrahydro-pyran-3-ol

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Technology Process of (2R,3S,4R,5R,6R)-5-Azido-4-benzyloxy-2-methyl-6-phenylselanyl-tetrahydro-pyran-3-ol

There total 5 articles about (2R,3S,4R,5R,6R)-5-Azido-4-benzyloxy-2-methyl-6-phenylselanyl-tetrahydro-pyran-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: 72.0%

: 902767-98-0
Methanesulfonic acid (2R,3S,4R,5R,6R)-5-azido-4-benzyloxy-2-methyl-6-phenylselanyl-tetrahydro-pyran-3-yl ester

: 902767-97-9
(2R,3S,4R,5R,6R)-5-Azido-4-benzyloxy-2-methyl-6-phenylselanyl-tetrahydro-pyran-3-ol

: 902767-99-1
(2R,3R,4S,5R,6R)-3,5-Diazido-4-benzyloxy-2-methyl-6-phenylselanyl-tetrahydro-pyran

Guidance literature:: With sodium azide; tetrabutylammomium bromide; In N,N-dimethyl-formamide; at 80 ℃; for 48h;
DOI:10.1055/s-2006-939057

Reference yield:

: phenyl 2-azido-2-deoxy-1-seleno-α-D-fucopyranoside

: 100-39-0
benzyl bromide

: 902767-97-9
(2R,3S,4R,5R,6R)-5-Azido-4-benzyloxy-2-methyl-6-phenylselanyl-tetrahydro-pyran-3-ol

Guidance literature:: phenyl 2-azido-2-deoxy-1-seleno-α-D-fucopyranoside; With di(n-butyl)tin oxide; In methanol; benzene; for 1.5h; Heating;

benzyl bromide; With tetrabutylammomium bromide; In toluene; at 65 ℃; for 3h;
DOI:10.1055/s-2006-939057

Reference yield:

: 902767-96-8
Acetic acid (2R,3S,4R,5R,6R)-3-acetoxy-5-azido-2-methyl-6-phenylselanyl-tetrahydro-pyran-4-yl ester

: 902767-97-9
(2R,3S,4R,5R,6R)-5-Azido-4-benzyloxy-2-methyl-6-phenylselanyl-tetrahydro-pyran-3-ol

Guidance literature:: Multi-step reaction with 2 steps

1.1: NaOMe / methanol / 4 h / 20 °C

2.1: Bu₂SnO / benzene; methanol / 1.5 h / Heating

2.2: TBAB / toluene / 3 h / 65 °C

With sodium methylate; di(n-butyl)tin oxide; In methanol; benzene;
DOI:10.1055/s-2006-939057