(1R,2R,3R,5S)-3,5-Bis-benzyloxy-2-((Z)-7-hydroxy-hept-2-enyl)-cyclopentanol

Base Information

Chemical Name:(1R,2R,3R,5S)-3,5-Bis-benzyloxy-2-((Z)-7-hydroxy-hept-2-enyl)-cyclopentanol
CAS No.:106470-26-2
Molecular Formula:C₂₆H₃₄O₄
Molecular Weight:410.554
Hs Code.:

Synonyms:(1R,2R,3R,5S)-3,5-Bis-benzyloxy-2-((Z)-7-hydroxy-hept-2-enyl)-cyclopentanol

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Chemical Property of (1R,2R,3R,5S)-3,5-Bis-benzyloxy-2-((Z)-7-hydroxy-hept-2-enyl)-cyclopentanol

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Technology Process of (1R,2R,3R,5S)-3,5-Bis-benzyloxy-2-((Z)-7-hydroxy-hept-2-enyl)-cyclopentanol

There total 4 articles about (1R,2R,3R,5S)-3,5-Bis-benzyloxy-2-((Z)-7-hydroxy-hept-2-enyl)-cyclopentanol 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: 68.0%

: 106470-25-1
(Z)-(1RS,2SR,3RS,5SR)-2-(5-carboxy-2-hexenyl)-3,5-bis(phenylmethoxy)-1-cyclopentanol

: 106470-26-2
(1R,2R,3R,5S)-3,5-Bis-benzyloxy-2-((Z)-7-hydroxy-hept-2-enyl)-cyclopentanol

Guidance literature:: With lithium aluminium tetrahydride; In diethyl ether; at 22 ℃; for 18h;
DOI:10.1021/jo00381a027

Reference yield:

: 20476-33-9
1α,4α-dibenzyloxy-2α,3α-epoxycyclopentane

: 106470-26-2
(1R,2R,3R,5S)-3,5-Bis-benzyloxy-2-((Z)-7-hydroxy-hept-2-enyl)-cyclopentanol

Guidance literature:: Multi-step reaction with 4 steps

1: 98.6 percent / diethyl ether / 1.) -78 deg C, 1.5 h, 2.) from -78 deg C to -30 deg C, 2 h

2: 1.) O₃, 2.) dimethyl sulfide / 1.) CH₂Cl₂, methanol, -78 deg C, 2.) CH₂Cl₂, methanol, from -78 deg C to 22 deg C, 3.5 h

3: 1.) NaH, DMSO / 1.) 5 min, 2.) 22 deg C, 1.5 h

4: 68 percent / LiAlH₄ / diethyl ether / 18 h / 22 °C

With lithium aluminium tetrahydride; dimethylsulfide; sodium hydride; ozone; dimethyl sulfoxide; In diethyl ether;
DOI:10.1021/jo00381a027

Reference yield:

: 37619-52-6,37619-64-0,81768-39-0,106565-04-2
(1RS,2RS,3RS,5SR)-3,5-bis(phenylmethoxy)-2-(2-propenyl)-1-cyclopentanol

: 106470-26-2
(1R,2R,3R,5S)-3,5-Bis-benzyloxy-2-((Z)-7-hydroxy-hept-2-enyl)-cyclopentanol

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) O₃, 2.) dimethyl sulfide / 1.) CH₂Cl₂, methanol, -78 deg C, 2.) CH₂Cl₂, methanol, from -78 deg C to 22 deg C, 3.5 h

2: 1.) NaH, DMSO / 1.) 5 min, 2.) 22 deg C, 1.5 h

3: 68 percent / LiAlH₄ / diethyl ether / 18 h / 22 °C

With lithium aluminium tetrahydride; dimethylsulfide; sodium hydride; ozone; dimethyl sulfoxide; In diethyl ether;
DOI:10.1021/jo00381a027