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

Base Information

Chemical Name:(2R,3R,4S,5R,6R)-3,5-Diazido-4-benzyloxy-2-methyl-6-phenylselanyl-tetrahydro-pyran
CAS No.:902767-99-1
Molecular Formula:C₁₉H₂₀N₆O₂Se
Molecular Weight:443.367
Hs Code.:

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

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

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

There total 8 articles about (2R,3R,4S,5R,6R)-3,5-Diazido-4-benzyloxy-2-methyl-6-phenylselanyl-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: 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:

: Trifluoro-methanesulfonic acid (2R,3S,4R,5R,6R)-5-azido-4-benzyloxy-2-methyl-6-phenylselanyl-tetrahydro-pyran-3-yl ester

: 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 2h;
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

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

Guidance literature:: Multi-step reaction with 4 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

3.1: pyridine / CH₂Cl₂ / 3 h / 0 - 20 °C

4.1: NaN₃; TBAB / dimethylformamide / 2 h / 80 °C

With pyridine; sodium azide; tetrabutylammomium bromide; sodium methylate; di(n-butyl)tin oxide; In methanol; dichloromethane; N,N-dimethyl-formamide; benzene;
DOI:10.1055/s-2006-939057