(3S,4R,5R,6R,7S)-5-azido-4,7-dibenzyloxy-6,8-isopropylidenedioxyoct-1-en-3-ol

Base Information

Chemical Name:(3S,4R,5R,6R,7S)-5-azido-4,7-dibenzyloxy-6,8-isopropylidenedioxyoct-1-en-3-ol
CAS No.:272775-93-6
Molecular Formula:C₂₅H₃₁N₃O₅
Molecular Weight:453.538
Hs Code.:

Synonyms:(3S,4R,5R,6R,7S)-5-azido-4,7-dibenzyloxy-6,8-isopropylidenedioxyoct-1-en-3-ol

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Chemical Property of (3S,4R,5R,6R,7S)-5-azido-4,7-dibenzyloxy-6,8-isopropylidenedioxyoct-1-en-3-ol

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Technology Process of (3S,4R,5R,6R,7S)-5-azido-4,7-dibenzyloxy-6,8-isopropylidenedioxyoct-1-en-3-ol

There total 21 articles about (3S,4R,5R,6R,7S)-5-azido-4,7-dibenzyloxy-6,8-isopropylidenedioxyoct-1-en-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:

: 330801-83-7
(2S,3R,4S,5R)-4-azido-2,5-dibenzyloxy-hexan-1,3,6-triol

: 272775-93-6
(3S,4R,5R,6R,7S)-5-azido-4,7-dibenzyloxy-6,8-isopropylidenedioxyoct-1-en-3-ol

Guidance literature:: Multi-step reaction with 3 steps

1: 83 percent / p-TsOH*H₂O / dimethylformamide / 3 h / 0 °C

2: trifluoroacetic acid; 1,3-dicyclohexylcarbodiimide; DMSO / benzene; pyridine / 2.5 h / 20 °C

3: 72.4 mg / diethyl ether / 0.33 h / -120 °C

With toluene-4-sulfonic acid; dimethyl sulfoxide; dicyclohexyl-carbodiimide; trifluoroacetic acid; In pyridine; diethyl ether; N,N-dimethyl-formamide; benzene; 2: Moffatt oxidation;
DOI:10.1021/jo010925c

Reference yield:

: 272775-92-5
(2R,3S,4R,5S)-3-azido-2,5-dibenzyloxy-4,6-isopropylidenedioxyhexan-1-ol

: 272775-93-6
(3S,4R,5R,6R,7S)-5-azido-4,7-dibenzyloxy-6,8-isopropylidenedioxyoct-1-en-3-ol

Guidance literature:: Multi-step reaction with 2 steps

1: trifluoroacetic acid; 1,3-dicyclohexylcarbodiimide; DMSO / benzene; pyridine / 2.5 h / 20 °C

2: 72.4 mg / diethyl ether / 0.33 h / -120 °C

With dimethyl sulfoxide; dicyclohexyl-carbodiimide; trifluoroacetic acid; In pyridine; diethyl ether; benzene; 1: Moffatt oxidation;
DOI:10.1021/jo010925c