(1S,3S,5R,7R)-3-Chloro-10,10-dimethyl-3-((E)-3-phenyl-allyl)-4-oxa-3λ⁴-selena-tricyclo[5.2.1.0^1,5]decane

Base Information

• Chemical Name: (1S,3S,5R,7R)-3-Chloro-10,10-dimethyl-3-((E)-3-phenyl-allyl)-4-oxa-3λ⁴-selena-tricyclo[5.2.1.0^1,5]decane
• CAS No.: 177171-57-2
• Molecular Formula: C₁₉H₂₅ClOSe
• Molecular Weight: 383.82
• Mol file: 177171-57-2.mol

Synonyms:(1S,3S,5R,7R)-3-Chloro-10,10-dimethyl-3-((E)-3-phenyl-allyl)-4-oxa-3λ⁴-selena-tricyclo[5.2.1.0^1,5]decane

Chemical Property of (1S,3S,5R,7R)-3-Chloro-10,10-dimethyl-3-((E)-3-phenyl-allyl)-4-oxa-3λ⁴-selena-tricyclo[5.2.1.0^1,5]decane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1S,3S,5R,7R)-3-Chloro-10,10-dimethyl-3-((E)-3-phenyl-allyl)-4-oxa-3λ⁴-selena-tricyclo[5.2.1.0^1,5]decane

There total 3 articles about (1S,3S,5R,7R)-3-Chloro-10,10-dimethyl-3-((E)-3-phenyl-allyl)-4-oxa-3λ⁴-selena-tricyclo[5.2.1.0^1,5]decane 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:

(1S,2R,4R)-7,7-Dimethyl-1-((E)-3-phenyl-allylselanylmethyl)-bicyclo[2.2.1]heptan-2-ol (177171-55-0) → (1S,3S,5R,7R)-3-Chloro-10,10-dimethyl-3-((E)-3-phenyl-allyl)-4-oxa-3λ4-selena-tricyclo[5.2.1.01,5]decane (177171-57-2)

Guidance literature:

With tert-butylhypochlorite; In dichloromethane;

DOI:10.1021/jo960287b

Reference yield:

trans-3-phenylprop-2-enyl chloride (21087-29-6) → (1S,3S,5R,7R)-3-Chloro-10,10-dimethyl-3-((E)-3-phenyl-allyl)-4-oxa-3λ4-selena-tricyclo[5.2.1.01,5]decane (177171-57-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) NaBH₄ / 1) EtOH, 2) EtOH

2: t-BuOCl / CH₂Cl₂

With sodium tetrahydroborate; tert-butylhypochlorite; In dichloromethane;

DOI:10.1021/jo960287b

Reference yield:

di-(2-exo-hydroxy-10-bornyl) diselenide (177171-54-9) → (1S,3S,5R,7R)-3-Chloro-10,10-dimethyl-3-((E)-3-phenyl-allyl)-4-oxa-3λ4-selena-tricyclo[5.2.1.01,5]decane (177171-57-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) NaBH₄ / 1) EtOH, 2) EtOH

2: t-BuOCl / CH₂Cl₂

With sodium tetrahydroborate; tert-butylhypochlorite; In dichloromethane;

DOI:10.1021/jo960287b

upstream raw materials:

(1S,2R,4R)-7,7-Dimethyl-1-((E)-3-phenyl-allylselanylmethyl)-bicyclo[2.2.1]heptan-2-ol

trans-3-phenylprop-2-enyl chloride

di-(2-exo-hydroxy-10-bornyl) diselenide

Downstream raw materials:

(S)-4-methyl-N-(1-phenylallyl)benzenesulfonamide

4-methyl-N-[(1R)-1-phenylprop-2-en-1-yl]benzene-1-sulfonamide

C₃₁H₃₆NO₂PSe

C₂₆H₃₃NO₃SSe