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

Base Information

Chemical Name:(3S,4S,5S,6R)-3-Azido-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-ol
CAS No.:881894-89-9
Molecular Formula:C₂₇H₂₉N₃O₅
Molecular Weight:475.544
Hs Code.:

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

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

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

There total 5 articles about (3S,4S,5S,6R)-3-Azido-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-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: 94.0%

: 881895-04-1
p-tolyl 2-deoxy-2-azido-3,4,6-tri-O-benzyl-1-thio-β-D-altropyranoside

: 881894-89-9
(3S,4S,5S,6R)-3-Azido-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-ol

Guidance literature:: With N-Bromosuccinimide; water; In acetone; for 48h; Heating;
DOI:10.1055/s-2007-966022

Reference yield:

: 872593-76-5
p-tolyl 2,3-anhydro-4,6-O-benzylidene-1-thio-β-D-allopyranoside

: 881894-89-9
(3S,4S,5S,6R)-3-Azido-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-ol

Guidance literature:: Multi-step reaction with 4 steps

1: 97 percent / NaN₃; NH₄Cl / dimethylsulfoxide / 5 h / 85 °C

2: 96 percent / TsOH / methanol / 3 h / 20 °C

3: 96 percent / NaH / dimethylformamide / 20 °C

4: 94 percent / NBS; H₂O / acetone / 48 h / Heating

With N-Bromosuccinimide; sodium azide; water; sodium hydride; ammonium chloride; toluene-4-sulfonic acid; In methanol; dimethyl sulfoxide; N,N-dimethyl-formamide; acetone;
DOI:10.1055/s-2007-966022

Reference yield:

: 943860-56-8
p-tolyl 2-deoxy-2-azido-1-thio-β-D-altropyranoside

: 881894-89-9
(3S,4S,5S,6R)-3-Azido-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-ol

Guidance literature:: Multi-step reaction with 2 steps

1: 96 percent / NaH / dimethylformamide / 20 °C

2: 94 percent / NBS; H₂O / acetone / 48 h / Heating

With N-Bromosuccinimide; water; sodium hydride; In N,N-dimethyl-formamide; acetone;
DOI:10.1055/s-2007-966022