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

Base Information

Chemical Name:(3S,4R,5S,6R)-3,4-Diazido-5-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-ol
CAS No.:881895-15-4
Molecular Formula:C₂₀H₂₂N₆O₄
Molecular Weight:410.432
Hs Code.:

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

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

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

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

: 881895-14-3
(2S,3S,4R,5S,6R)-3,4-Diazido-5-benzyloxy-6-benzyloxymethyl-2-p-tolylsulfanyl-tetrahydro-pyran

: 881895-15-4
(3S,4R,5S,6R)-3,4-Diazido-5-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-ol

Guidance literature:: With N-Bromosuccinimide; In water; acetone; at 20 ℃;
DOI:10.1021/ol0601996

Reference yield:

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

: 881895-15-4
(3S,4R,5S,6R)-3,4-Diazido-5-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-ol

Guidance literature:: Multi-step reaction with 6 steps

1: 91 percent / sodium azide; ammonium chloride / dimethylsulfoxide / 6 h / 80 °C

2: pyridine / CH₂Cl₂

3: 9.12 g / sodium azide / dimethylformamide / 0.5 h / 20 °C

4: 96 percent / iodine; methanol / 1 h / Heating

5: 81 percent / sodium hydride / dimethylformamide / 4 h / 20 °C

6: N-bromosuccinimide / acetone; H₂O / 20 °C

With pyridine; methanol; N-Bromosuccinimide; sodium azide; ammonium chloride; iodine; sodium hydride; In dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; acetone;
DOI:10.1021/ol0601996

Reference yield:

: 881895-13-2
p-methylphenyl 2,3-dideoxy-2,3-diazido-1-thio-β-D-mannopyranoside

: 881895-15-4
(3S,4R,5S,6R)-3,4-Diazido-5-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-ol

Guidance literature:: Multi-step reaction with 2 steps

1: 81 percent / sodium hydride / dimethylformamide / 4 h / 20 °C

2: N-bromosuccinimide / acetone; H₂O / 20 °C

With N-Bromosuccinimide; sodium hydride; In water; N,N-dimethyl-formamide; acetone;
DOI:10.1021/ol0601996