(+/-)-(1β,2α,3α,4β,5α)-2,3-(dimethylmethylenedioxy)-5-<(1-imidazolylthiocarbonyl)oxy>-4-<(phenylmethoxy)methyl>-1-cyclopentyl azide

Base Information

Chemical Name:(+/-)-(1β,2α,3α,4β,5α)-2,3-(dimethylmethylenedioxy)-5-<(1-imidazolylthiocarbonyl)oxy>-4-<(phenylmethoxy)methyl>-1-cyclopentyl azide
CAS No.:100021-17-8
Molecular Formula:C₂₀H₂₃N₅O₄S
Molecular Weight:429.5
Hs Code.:

Synonyms:(+/-)-(1β,2α,3α,4β,5α)-2,3-(dimethylmethylenedioxy)-5-<(1-imidazolylthiocarbonyl)oxy>-4-<(phenylmethoxy)methyl>-1-cyclopentyl azide

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Chemical Property of (+/-)-(1β,2α,3α,4β,5α)-2,3-(dimethylmethylenedioxy)-5-<(1-imidazolylthiocarbonyl)oxy>-4-<(phenylmethoxy)methyl>-1-cyclopentyl azide

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Technology Process of (+/-)-(1β,2α,3α,4β,5α)-2,3-(dimethylmethylenedioxy)-5-<(1-imidazolylthiocarbonyl)oxy>-4-<(phenylmethoxy)methyl>-1-cyclopentyl azide

There total 4 articles about (+/-)-(1β,2α,3α,4β,5α)-2,3-(dimethylmethylenedioxy)-5-<(1-imidazolylthiocarbonyl)oxy>-4-<(phenylmethoxy)methyl>-1-cyclopentyl azide 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:

: 39939-07-6
5-(benzyloxymethyl)cyclopentadiene

: 100021-17-8
(+/-)-(1β,2α,3α,4β,5α)-2,3-(dimethylmethylenedioxy)-5-<(1-imidazolylthiocarbonyl)oxy>-4-<(phenylmethoxy)methyl>-1-cyclopentyl azide

Guidance literature:: Multi-step reaction with 5 steps

1: O₂, thiourea, sodium acetate, Rose bengal / methanol / 9 h / -5 °C / Irradiation

2: 62 percent / m-chloroperoxybenzoic acid / CH₂Cl₂ / 48 h / Ambient temperature

3: 100 percent / sodium azide / dimethylformamide / 12 h / 110 °C

4: 92 percent / 75percent aq. HClO₄ / acetone / 1 h / Ambient temperature

5: 95 percent / dimethylformamide / 5 h / Ambient temperature

With sodium azide; perchloric acid; oxygen; sodium acetate; rose bengal; thiourea; 3-chloro-benzenecarboperoxoic acid; In methanol; dichloromethane; N,N-dimethyl-formamide; acetone;
DOI:10.1021/jo00358a023

Reference yield:

: 100021-11-2
(1α,2β,3α)-2-(benzyloxymethyl)cyclopent-4-ene-1,3-diol

: 100021-17-8
(+/-)-(1β,2α,3α,4β,5α)-2,3-(dimethylmethylenedioxy)-5-<(1-imidazolylthiocarbonyl)oxy>-4-<(phenylmethoxy)methyl>-1-cyclopentyl azide

Guidance literature:: Multi-step reaction with 4 steps

1: 62 percent / m-chloroperoxybenzoic acid / CH₂Cl₂ / 48 h / Ambient temperature

2: 100 percent / sodium azide / dimethylformamide / 12 h / 110 °C

3: 92 percent / 75percent aq. HClO₄ / acetone / 1 h / Ambient temperature

4: 95 percent / dimethylformamide / 5 h / Ambient temperature

With sodium azide; perchloric acid; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; N,N-dimethyl-formamide; acetone;
DOI:10.1021/jo00358a023

Reference yield:

: 100021-14-5
2β-benzyloxymethyl-1α,3α-dihydroxy-4α,5α-epoxycyclopentane

: 100021-17-8
(+/-)-(1β,2α,3α,4β,5α)-2,3-(dimethylmethylenedioxy)-5-<(1-imidazolylthiocarbonyl)oxy>-4-<(phenylmethoxy)methyl>-1-cyclopentyl azide

Guidance literature:: Multi-step reaction with 3 steps

1: 100 percent / sodium azide / dimethylformamide / 12 h / 110 °C

2: 92 percent / 75percent aq. HClO₄ / acetone / 1 h / Ambient temperature

3: 95 percent / dimethylformamide / 5 h / Ambient temperature

With sodium azide; perchloric acid; In N,N-dimethyl-formamide; acetone;
DOI:10.1021/jo00358a023