(1S,2R,3S,4S)-1-O-benzyl-2-[(benzyloxy)methyl]-3-(phenylselenyl)-4-azidocyclopentane

Base Information

Chemical Name:(1S,2R,3S,4S)-1-O-benzyl-2-[(benzyloxy)methyl]-3-(phenylselenyl)-4-azidocyclopentane
CAS No.:191480-73-6
Molecular Formula:C₂₆H₂₇N₃O₂Se
Molecular Weight:492.479
Hs Code.:

Synonyms:(1S,2R,3S,4S)-1-O-benzyl-2-[(benzyloxy)methyl]-3-(phenylselenyl)-4-azidocyclopentane

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Chemical Property of (1S,2R,3S,4S)-1-O-benzyl-2-[(benzyloxy)methyl]-3-(phenylselenyl)-4-azidocyclopentane

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Technology Process of (1S,2R,3S,4S)-1-O-benzyl-2-[(benzyloxy)methyl]-3-(phenylselenyl)-4-azidocyclopentane

There total 3 articles about (1S,2R,3S,4S)-1-O-benzyl-2-[(benzyloxy)methyl]-3-(phenylselenyl)-4-azidocyclopentane 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: 71.0%

: 5707-04-0
Phenylselenyl chloride

: 191480-69-0
(3R,4S)-4-(phenylmethoxy)-3-[(phenylmethoxy)methyl]cyclopent-1-ene

: 191480-73-6
(1S,2R,3S,4S)-1-O-benzyl-2-[(benzyloxy)methyl]-3-(phenylselenyl)-4-azidocyclopentane

Guidance literature:: With sodium azide; In dimethyl sulfoxide; Ambient temperature;
DOI:10.1021/jo962124t

Reference yield:

: 100-39-0
benzyl bromide

: 191480-73-6
(1S,2R,3S,4S)-1-O-benzyl-2-[(benzyloxy)methyl]-3-(phenylselenyl)-4-azidocyclopentane

Guidance literature:: Multi-step reaction with 2 steps

1: 35 percent / sodium hydride, tetrabutylammonium iodide / dimethylformamide / 4.5 h / 0 °C

2: 71 percent / sodium azide / dimethylsulfoxide / Ambient temperature

With sodium azide; tetra-(n-butyl)ammonium iodide; sodium hydride; In dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1021/jo962124t

Reference yield:

: 110567-21-0
(1S,2R)-2-(benzyloxymethyl)-1-hydroxy-3-cyclopentene

: 191480-73-6
(1S,2R,3S,4S)-1-O-benzyl-2-[(benzyloxy)methyl]-3-(phenylselenyl)-4-azidocyclopentane

Guidance literature:: Multi-step reaction with 2 steps

1: 35 percent / sodium hydride, tetrabutylammonium iodide / dimethylformamide / 4.5 h / 0 °C

2: 71 percent / sodium azide / dimethylsulfoxide / Ambient temperature

With sodium azide; tetra-(n-butyl)ammonium iodide; sodium hydride; In dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1021/jo962124t