(3'S)-3α,5α-Dihydroxy-2β-(3'-hydroxy-trans-1'-octenyl)cyclopentane-1α-acetic acid γ-lactone 3,3'-dibenzoate

Base Information

• Chemical Name: (3'S)-3α,5α-Dihydroxy-2β-(3'-hydroxy-trans-1'-octenyl)cyclopentane-1α-acetic acid γ-lactone 3,3'-dibenzoate
• CAS No.: 73070-15-2
• Molecular Formula: C₂₉H₃₂O₆
• Molecular Weight: 476.569
• Mol file: 73070-15-2.mol

Synonyms:(3'S)-3α,5α-Dihydroxy-2β-(3'-hydroxy-trans-1'-octenyl)cyclopentane-1α-acetic acid γ-lactone 3,3'-dibenzoate

Chemical Property of (3'S)-3α,5α-Dihydroxy-2β-(3'-hydroxy-trans-1'-octenyl)cyclopentane-1α-acetic acid γ-lactone 3,3'-dibenzoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3'S)-3α,5α-Dihydroxy-2β-(3'-hydroxy-trans-1'-octenyl)cyclopentane-1α-acetic acid γ-lactone 3,3'-dibenzoate

There total 5 articles about (3'S)-3α,5α-Dihydroxy-2β-(3'-hydroxy-trans-1'-octenyl)cyclopentane-1α-acetic acid γ-lactone 3,3'-dibenzoate 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:

benzoyl chloride (98-88-4) + [3aR,4R(1E,3S),5R,6aS]-5-benzoyloxy-4-(3-hydroxyocten-1-yl)-hexahydro-2H-cyclopenta[b]furan-2-one (40834-88-6) → (3'S)-3α,5α-Dihydroxy-2β-(3'-hydroxy-trans-1'-octenyl)cyclopentane-1α-acetic acid γ-lactone 3,3'-dibenzoate (73070-15-2)

Guidance literature:

With sulfuric acid; sodium hydrogencarbonate; In pyridine; water;

Reference yield:

3α,5α-Dihydroxy-2β-(3'-oxo-trans-1'-octenyl)cyclopentane-1-acetic acid γ-lactone (60623-67-8) → (3'S)-3α,5α-Dihydroxy-2β-(3'-hydroxy-trans-1'-octenyl)cyclopentane-1α-acetic acid γ-lactone 3,3'-dibenzoate (73070-15-2)

Guidance literature:

Multi-step reaction with 4 steps

1: Imidazole / dimethylformamide / 1.) Ice cooling, 2.) RT, 3.5 h

2: 1.22 g / Sodium borohydride / tetrahydrofuran; H₂O / 2 h / Ambient temperature

3: HCl / acetic acid; tetrahydrofuran; H₂O / 3 h

4: 300 mg / pyridine / 4 h

With 1H-imidazole; hydrogenchloride; sodium tetrahydroborate; In tetrahydrofuran; pyridine; water; acetic acid; N,N-dimethyl-formamide;

DOI:10.1021/jo01296a043

Reference yield:

3α,5α-Dihydroxy-2β-(3'-oxo-trans-1'-octenyl)cyclopentane-1α-acetic acid γ-lactone 3-tert-butyldimethylsilyl ether (64072-25-9) → (3'S)-3α,5α-Dihydroxy-2β-(3'-hydroxy-trans-1'-octenyl)cyclopentane-1α-acetic acid γ-lactone 3,3'-dibenzoate (73070-15-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.22 g / Sodium borohydride / tetrahydrofuran; H₂O / 2 h / Ambient temperature

2: HCl / acetic acid; tetrahydrofuran; H₂O / 3 h

3: 300 mg / pyridine / 4 h

With hydrogenchloride; sodium tetrahydroborate; In tetrahydrofuran; pyridine; water; acetic acid;

DOI:10.1021/jo01296a043

upstream raw materials:

(-)-7α-hydroxy-6β-(3α-hydroxy-1E-octenyl)-cis-2-oxabicyclo<3.3.0>octan-3-one

benzoyl chloride

3α,5α-Dihydroxy-2β-(3'-oxo-trans-1'-octenyl)cyclopentane-1-acetic acid γ-lactone

3α,5α-Dihydroxy-2β-(3'-oxo-trans-1'-octenyl)cyclopentane-1α-acetic acid γ-lactone 3-tert-butyldimethylsilyl ether