(1R,2S,3R,4R)-1-azido-4-[(benzyloxy)methyl]-2,3-(cyclohexylidenedioxy)cyclopentane

Base Information

Chemical Name:(1R,2S,3R,4R)-1-azido-4-[(benzyloxy)methyl]-2,3-(cyclohexylidenedioxy)cyclopentane
CAS No.:210699-80-2
Molecular Formula:C₁₉H₂₃N₃O₄
Molecular Weight:357.409
Hs Code.:

Synonyms:(1R,2S,3R,4R)-1-azido-4-[(benzyloxy)methyl]-2,3-(cyclohexylidenedioxy)cyclopentane

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Chemical Property of (1R,2S,3R,4R)-1-azido-4-[(benzyloxy)methyl]-2,3-(cyclohexylidenedioxy)cyclopentane

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Technology Process of (1R,2S,3R,4R)-1-azido-4-[(benzyloxy)methyl]-2,3-(cyclohexylidenedioxy)cyclopentane

There total 6 articles about (1R,2S,3R,4R)-1-azido-4-[(benzyloxy)methyl]-2,3-(cyclohexylidenedioxy)cyclopentane 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: 81.0%

: 210699-79-9
(1S,2S,3R,4R)-4-[(benzyloxy)methyl]-2,3-(cyclohexylidenedioxy)cyclopentan-1-ol methanesulfonate

: 210699-80-2
(1R,2S,3R,4R)-1-azido-4-[(benzyloxy)methyl]-2,3-(cyclohexylidenedioxy)cyclopentane

Guidance literature:: With sodium azide; In N,N-dimethyl-formamide; at 120 ℃; for 20h;
DOI:10.1021/jm980111x

Reference yield:

: 111005-65-3
(-)-2,3-(cyclohexylidenedioxy)-4-cyclopentenone

: 210699-80-2
(1R,2S,3R,4R)-1-azido-4-[(benzyloxy)methyl]-2,3-(cyclohexylidenedioxy)cyclopentane

Guidance literature:: Multi-step reaction with 5 steps

1: 50 percent / benzophenone / 2 h / Irradiation

2: 1.28 g / pyridine / 3 h / Ambient temperature

3: 78 percent / NaBH₄, CeCl₃*7H₂O / methanol / 0.08 h / 0 °C

4: 100 percent / pyridine / 2 h / 0 - 20 °C

5: 81 percent / sodium azide / dimethylformamide / 20 h / 120 °C

With pyridine; sodium tetrahydroborate; sodium azide; benzophenone; cerium(III) chloride; In methanol; N,N-dimethyl-formamide;
DOI:10.1021/jm980111x

Reference yield:

: 98-88-4
benzoyl chloride

: 210699-80-2
(1R,2S,3R,4R)-1-azido-4-[(benzyloxy)methyl]-2,3-(cyclohexylidenedioxy)cyclopentane

Guidance literature:: Multi-step reaction with 4 steps

1: 1.28 g / pyridine / 3 h / Ambient temperature

2: 78 percent / NaBH₄, CeCl₃*7H₂O / methanol / 0.08 h / 0 °C

3: 100 percent / pyridine / 2 h / 0 - 20 °C

4: 81 percent / sodium azide / dimethylformamide / 20 h / 120 °C

With pyridine; sodium tetrahydroborate; sodium azide; cerium(III) chloride; In methanol; N,N-dimethyl-formamide;
DOI:10.1021/jm980111x