(1α,4α,5α)-1-(benzyloxy)-3-<(benzyloxy)methyl>-4,5-bis(acetyloxy)-2-cyclopentene

Base Information

Chemical Name:(1α,4α,5α)-1-(benzyloxy)-3-<(benzyloxy)methyl>-4,5-bis(acetyloxy)-2-cyclopentene
CAS No.:126798-06-9
Molecular Formula:C₂₄H₂₆O₆
Molecular Weight:410.467
Hs Code.:

Synonyms:(1α,4α,5α)-1-(benzyloxy)-3-<(benzyloxy)methyl>-4,5-bis(acetyloxy)-2-cyclopentene

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (1α,4α,5α)-1-(benzyloxy)-3-<(benzyloxy)methyl>-4,5-bis(acetyloxy)-2-cyclopentene

Chemical Property:

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Technology Process of (1α,4α,5α)-1-(benzyloxy)-3-<(benzyloxy)methyl>-4,5-bis(acetyloxy)-2-cyclopentene

There total 4 articles about (1α,4α,5α)-1-(benzyloxy)-3-<(benzyloxy)methyl>-4,5-bis(acetyloxy)-2-cyclopentene 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: 39.0%

: 108-24-7
acetic anhydride

: 126798-05-8
(1α,4α,5α)-1-(benzyloxy)-3-<(benzyloxy)methyl>-2-cyclopentene-4,5-diol

: 126798-07-0
(1α,4α,5α)-1-(benzyloxy)-3-<(benzyloxy)methyl>-4-(acetyloxy)-2-cyclopenten-4-ol

: 126798-08-1
(1α,4α,5α)-1-(benzyloxy)-3-<(benzyloxy)methyl>-5-(acetyloxy)-2-cyclopenten-4-ol

: 126798-06-9
(1α,4α,5α)-1-(benzyloxy)-3-<(benzyloxy)methyl>-4,5-bis(acetyloxy)-2-cyclopentene

Guidance literature:: With triethylamine; dmap; In dichloromethane; for 0.75h; Yields of byproduct given. Title compound not separated from byproducts; Ambient temperature;
DOI:10.1021/jo00033a031

Reference yield:

: 100-39-0
benzyl bromide

: 126798-06-9
(1α,4α,5α)-1-(benzyloxy)-3-<(benzyloxy)methyl>-4,5-bis(acetyloxy)-2-cyclopentene

Guidance literature:: Multi-step reaction with 3 steps

1: 1) NaH / 1) DMF, 40 min, 2) DMF, r.t., 40 min

2: 82 percent / 40percent trifluoroacetic acid / 0.42 h / Ambient temperature

3: 39 percent / Et₃N / DMAP / CH₂Cl₂ / 0.75 h / Ambient temperature

With sodium hydride; triethylamine; trifluoroacetic acid; dmap; In dichloromethane;
DOI:10.1021/jo00033a031

Reference yield:

: 126798-04-7
(1α,4α,5α)-1-(benzyloxy)-3-<(benzyloxy)methyl>-4,5-(isopropylidenedioxy)-2-cyclopentene

: 126798-06-9
(1α,4α,5α)-1-(benzyloxy)-3-<(benzyloxy)methyl>-4,5-bis(acetyloxy)-2-cyclopentene

Guidance literature:: Multi-step reaction with 2 steps

1: 82 percent / 40percent trifluoroacetic acid / 0.42 h / Ambient temperature

2: 39 percent / Et₃N / DMAP / CH₂Cl₂ / 0.75 h / Ambient temperature

With triethylamine; trifluoroacetic acid; dmap; In dichloromethane;
DOI:10.1021/jo00033a031