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

Base Information

• Chemical Name: (1S,3R,5R,7R)-3-Chloro-3-(4-chloro-phenyl)-10,10-dimethyl-4-oxa-3λ⁴-thia-tricyclo[5.2.1.0^1,5]decane
• CAS No.: 188017-92-7
• Molecular Formula: C₁₆H₂₀Cl₂OS
• Molecular Weight: 331.306

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

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

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

There total 2 articles about (1S,3R,5R,7R)-3-Chloro-3-(4-chloro-phenyl)-10,10-dimethyl-4-oxa-3λ⁴-thia-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)-1-(4-Chloro-phenylsulfanylmethyl)-7,7-dimethyl-bicyclo[2.2.1]heptan-2-ol (188017-84-7) → (1S,3R,5R,7R)-3-Chloro-3-(4-chloro-phenyl)-10,10-dimethyl-4-oxa-3λ4-thia-tricyclo[5.2.1.01,5]decane (188017-92-7)

Guidance literature:

With tert-butylhypochlorite; In dichloromethane; at 0 ℃; for 0.0833333h;

DOI:10.3987/com-96-s23

Reference yield:

10-bromo-isoborneol → (1S,3R,5R,7R)-3-Chloro-3-(4-chloro-phenyl)-10,10-dimethyl-4-oxa-3λ4-thia-tricyclo[5.2.1.01,5]decane (188017-92-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 73 percent / benzene; dimethylformamide / 4 h / 50 °C

2: t-BuOCl / CH₂Cl₂ / 0.08 h / 0 °C

With tert-butylhypochlorite; In dichloromethane; N,N-dimethyl-formamide; benzene;

DOI:10.3987/com-96-s23

Reference yield: 93.0%

NaNH(C6H4-p-Me) (56156-76-4) + (1S,3R,5R,7R)-3-Chloro-3-(4-chloro-phenyl)-10,10-dimethyl-4-oxa-3λ4-thia-tricyclo[5.2.1.01,5]decane (188017-92-7) → (1S,RS)-4-chlorophenyl 2-exo-hydroxy-10-bornyl N-p-tosylsulfilimine

Guidance literature:

In dichloromethane; at 0 ℃; for 1h;

DOI:10.3987/com-96-s23

upstream raw materials:

(1S,2R,4R)-1-(4-Chloro-phenylsulfanylmethyl)-7,7-dimethyl-bicyclo[2.2.1]heptan-2-ol

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