(-)-cis-4a-Phenyloctahydro-5,8,11,14,17,20-hexaoxabenzocyclooctadecane

Base Information

• Chemical Name: (-)-cis-4a-Phenyloctahydro-5,8,11,14,17,20-hexaoxabenzocyclooctadecane
• CAS No.: 134750-77-9
• Molecular Formula: C₂₂H₃₄O₆
• Molecular Weight: 394.508
• Mol file: 134750-77-9.mol

Synonyms:

Chemical Property of (-)-cis-4a-Phenyloctahydro-5,8,11,14,17,20-hexaoxabenzocyclooctadecane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (-)-cis-4a-Phenyloctahydro-5,8,11,14,17,20-hexaoxabenzocyclooctadecane

There total 5 articles about (-)-cis-4a-Phenyloctahydro-5,8,11,14,17,20-hexaoxabenzocyclooctadecane 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: 62.0%

(1R,2R)-1-phenyl-1,2-cyclohexanediol (4912-59-8,17540-15-7,27167-34-6,34281-90-8,52305-68-7,134780-67-9,134780-68-0,135095-89-5,125132-75-4) + penta(ethylene glycol) bis(p-toluenesulfonate) (41024-91-3) → (-)-cis-4a-Phenyloctahydro-5,8,11,14,17,20-hexaoxabenzocyclooctadecane (134750-77-9,134780-75-9)

Guidance literature:

With sodium hydride; potassium tetrafluoroborate; In tetrahydrofuran; Heating;

Reference yield: 25.0%

(1S,2R)-1-phenyl-1,2-cyclohexanediol (135095-89-5) + penta(ethylene glycol) bis(p-toluenesulfonate) (41024-91-3) → (4aS,20aR)-4a-Phenyl-hexadecahydro-5,8,11,14,17,20-hexaoxa-benzocyclooctadecene (134750-77-9,134780-75-9)

Guidance literature:

With sodium hydride; potassium tetrafluoroborate; In tetrahydrofuran; Heating;

Reference yield:

cis-acetic acid 2-hydroxy-2-phenyl-cyclohexyl ester (23313-43-1) → (-)-cis-4a-Phenyloctahydro-5,8,11,14,17,20-hexaoxabenzocyclooctadecane (134750-77-9,134780-75-9)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂O; ethanol / 11 h / Ambient temperature; pig liver esterase catalyzed enantioselective hydrolysis, other enzymes

2: 62 percent / NaH, KBF₄ / tetrahydrofuran / 30 h / Heating

With sodium hydride; potassium tetrafluoroborate; In tetrahydrofuran; ethanol; water;

upstream raw materials:

(1S,2R)-1-phenyl-1,2-cyclohexanediol

penta(ethylene glycol) bis(p-toluenesulfonate)

(1SR,2RS)-2-hydroxy-2-phenylcyclohexyl acetate

(1R,2R)-1-phenyl-1,2-cyclohexanediol