(2α,3β)-1,1-ethylenedioxy-3-(5-benzylthio-2-furyl)-2-<(4Z)-3-oxo-5-methoxycarbonylpent-4-enyl>cyclopentane

Base Information

• Chemical Name: (2α,3β)-1,1-ethylenedioxy-3-(5-benzylthio-2-furyl)-2-<(4Z)-3-oxo-5-methoxycarbonylpent-4-enyl>cyclopentane
• CAS No.: 135186-47-9
• Molecular Formula: C₂₅H₂₈O₆S
• Molecular Weight: 456.56

Synonyms:(2α,3β)-1,1-ethylenedioxy-3-(5-benzylthio-2-furyl)-2-<(4Z)-3-oxo-5-methoxycarbonylpent-4-enyl>cyclopentane

Chemical Property of (2α,3β)-1,1-ethylenedioxy-3-(5-benzylthio-2-furyl)-2-<(4Z)-3-oxo-5-methoxycarbonylpent-4-enyl>cyclopentane

Chemical Property:

Purity/Quality:

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Technology Process of (2α,3β)-1,1-ethylenedioxy-3-(5-benzylthio-2-furyl)-2-<(4Z)-3-oxo-5-methoxycarbonylpent-4-enyl>cyclopentane

There total 11 articles about (2α,3β)-1,1-ethylenedioxy-3-(5-benzylthio-2-furyl)-2-<(4Z)-3-oxo-5-methoxycarbonylpent-4-enyl>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: 73.0%

(2α,3β)-1,1-ethylenedioxy-3-(5-benzylthio-2-furyl)-2-<(4Z)-3-hydroxy-5-methoxycarbonylpent-4-enyl>cyclopentane (135186-58-2,135269-07-7) → (2α,3β)-1,1-ethylenedioxy-3-(5-benzylthio-2-furyl)-2-<(4Z)-3-oxo-5-methoxycarbonylpent-4-enyl>cyclopentane (135186-47-9)

Guidance literature:

Swern oxidation conditions;

Reference yield:

(2α,3β)-1,1-ethylenedioxy-3-(5-benzylthio-2-furyl)-2-(3-oxopropyl)cyclopentane (135186-48-0) → (2α,3β)-1,1-ethylenedioxy-3-(5-benzylthio-2-furyl)-2-<(4Z)-3-oxo-5-methoxycarbonylpent-4-enyl>cyclopentane (135186-47-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) BuLi / 1.) THF, hexane, -78 deg C, 20 min, 2.) THF, hexane, -78 deg C, 40 min

2: H₂ / 5 percent Pd/BaSO₄ / ethyl acetate / 3 h / Ambient temperature

3: 73 percent / Swern oxidation conditions

With n-butyllithium; hydrogen; Pd-BaSO₄; In ethyl acetate;

Reference yield:

(2α,3β)-1,1-ethylenedioxy-3-(5-benzylthio-2-furyl)-2-(3-hydroxy-5-methoxycarbonylpent-4-ynyl)cyclopentane (135186-57-1,135269-06-6) → (2α,3β)-1,1-ethylenedioxy-3-(5-benzylthio-2-furyl)-2-<(4Z)-3-oxo-5-methoxycarbonylpent-4-enyl>cyclopentane (135186-47-9)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂ / 5 percent Pd/BaSO₄ / ethyl acetate / 3 h / Ambient temperature

2: 73 percent / Swern oxidation conditions

With hydrogen; Pd-BaSO₄; In ethyl acetate;

upstream raw materials:

(2α,3β)-1,1-ethylenedioxy-3-(5-benzylthio-2-furyl)-2-<(4Z)-3-hydroxy-5-methoxycarbonylpent-4-enyl>cyclopentane

2-(benzylthio)furan

6-bromo-1,4-dioxa-spiro[4.4]non-6-ene

2-allyl-2-cyclopenten-1-one

Downstream raw materials:

(2α,6β,10β,11α)-12-benzylthio-5,5-ethylenedioxy-11-methoxycarbonyl-15-oxatetracyclo<10.2.1.0^3,12.0^7,11>pentadecan-9-one

(2α,6β,10α,11α)-12-benzylthio-5,5-ethylenedioxy-11-methoxycarbonyl-15-oxatetracyclo<10.2.1.0^3,12.0^7,11>pentadecan-9-one

(2α,6β,10α,11α)-12-benzylthio-5,5-ethylenedioxy-11-methoxycarbonyl-15-oxatetracyclo<10.2.1.0^3,12.0^7,11>pentadeca-13-en-9-one

C₂₅H₂₈O₆S

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