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

Base Information

• Chemical Name: (1S,3R,5R,7R)-3-Bromo-10,10-dimethyl-3-phenyl-4-oxa-3λ⁴-selena-tricyclo[5.2.1.0^1,5]decane
• CAS No.: 156832-28-9
• Molecular Formula: C₁₆H₂₁BrOSe
• Molecular Weight: 388.206

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

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

Chemical Property:

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

There total 6 articles about (1S,3R,5R,7R)-3-Bromo-10,10-dimethyl-3-phenyl-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: 95.0%

(1S)-10-(phenylseleninyl)-2-exo-borneol (156832-24-5) → (1S,3R,5R,7R)-3-Bromo-10,10-dimethyl-3-phenyl-4-oxa-3λ4-selena-tricyclo[5.2.1.01,5]decane (156832-28-9)

Guidance literature:

With hydrogen bromide; In methanol;

DOI:10.1021/jo00091a008

Reference yield: 95.0%

(1S,3R,5R,7R)-3-Chloro-10,10-dimethyl-3-phenyl-4-oxa-3λ4-selena-tricyclo[5.2.1.01,5]decane (156832-27-8) → (1S,3R,5R,7R)-3-Bromo-10,10-dimethyl-3-phenyl-4-oxa-3λ4-selena-tricyclo[5.2.1.01,5]decane (156832-28-9)

Guidance literature:

With sodium bromide;

DOI:10.1021/jo00091a008

Reference yield:

(1S,3R,5R,7R)-3-Fluoro-10,10-dimethyl-3-phenyl-4-oxa-3λ4-selena-tricyclo[5.2.1.01,5]decane (156832-22-3) → (1S,3R,5R,7R)-3-Bromo-10,10-dimethyl-3-phenyl-4-oxa-3λ4-selena-tricyclo[5.2.1.01,5]decane (156832-28-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 93 percent / NaCl

2: 95 percent / NaBr

With sodium bromide; sodium chloride;

DOI:10.1021/jo00091a008

upstream raw materials:

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

(1S)-10-(phenylseleninyl)-2-exo-borneol

diphenyl diselenide

(1S,2R,4R)-7,7-Dimethyl-1-phenylselanylmethyl-bicyclo[2.2.1]heptan-2-ol

Downstream raw materials:

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

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

(1S)-10-(phenylseleninyl)-2-exo-borneol

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