(4S)-4-Acetoxy-5E-<(4R)-4-acetoxy-6-benzyloxycarbonyl-2E-hexenylidene>-4-(2Z-octenyl)-2-cyclopenten-1-one

Base Information

• Chemical Name: (4S)-4-Acetoxy-5E-<(4R)-4-acetoxy-6-benzyloxycarbonyl-2E-hexenylidene>-4-(2Z-octenyl)-2-cyclopenten-1-one
• CAS No.: 129414-11-5
• Molecular Formula: C₃₁H₃₈O₇
• Molecular Weight: 522.639
• Mol file: 129414-11-5.mol

Synonyms:(4S)-4-Acetoxy-5E-<(4R)-4-acetoxy-6-benzyloxycarbonyl-2E-hexenylidene>-4-(2Z-octenyl)-2-cyclopenten-1-one

Chemical Property of (4S)-4-Acetoxy-5E-<(4R)-4-acetoxy-6-benzyloxycarbonyl-2E-hexenylidene>-4-(2Z-octenyl)-2-cyclopenten-1-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (4S)-4-Acetoxy-5E-<(4R)-4-acetoxy-6-benzyloxycarbonyl-2E-hexenylidene>-4-(2Z-octenyl)-2-cyclopenten-1-one

There total 2 articles about (4S)-4-Acetoxy-5E-<(4R)-4-acetoxy-6-benzyloxycarbonyl-2E-hexenylidene>-4-(2Z-octenyl)-2-cyclopenten-1-one 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: 85.0%

1-O-Demethylclavulone II (122825-23-4) + benzyl alcohol (100-51-6,185532-71-2) → (4S)-4-Acetoxy-5E-<(4R)-4-acetoxy-6-benzyloxycarbonyl-2E-hexenylidene>-4-(2Z-octenyl)-2-cyclopenten-1-one (129414-11-5)

Guidance literature:

With dmap; molecular sieve; dicyclohexyl-carbodiimide; In dichloromethane; for 0.333333h; Ambient temperature;

DOI:10.1248/cpb.38.65

Reference yield:

5E,7E-Clavulone II (85700-43-2) → (4S)-4-Acetoxy-5E-<(4R)-4-acetoxy-6-benzyloxycarbonyl-2E-hexenylidene>-4-(2Z-octenyl)-2-cyclopenten-1-one (129414-11-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 96 percent / acetone; H₂O / 14 h / 40 °C / porcine liver esterase, (NH₄)2SO₄, phosphate puffer (pH = 8.0)

2: 85 percent / molecular sieves, dicyclohexylcarbodiimide, 4-dimethylaminopyridine / CH₂Cl₂ / 0.33 h / Ambient temperature

With dmap; molecular sieve; dicyclohexyl-carbodiimide; In dichloromethane; water; acetone;

DOI:10.1248/cpb.38.65

upstream raw materials:

1-O-Demethylclavulone II

benzyl alcohol

5E,7E-Clavulone II