(1S,2R,3R,6R,8R)-2,9,9-Trimethyl-3-((E)-styryl)-5-((1R,2S,3R,5R)-2,6,6-trimethyl-bicyclo[3.1.1]hept-3-yl)-4-oxa-5-bora-tricyclo[6.1.1.0^2,6]decane

Base Information

• Chemical Name: (1S,2R,3R,6R,8R)-2,9,9-Trimethyl-3-((E)-styryl)-5-((1R,2S,3R,5R)-2,6,6-trimethyl-bicyclo[3.1.1]hept-3-yl)-4-oxa-5-bora-tricyclo[6.1.1.0^2,6]decane
• CAS No.: 178435-67-1
• Molecular Formula: C₂₉H₄₁BO
• Molecular Weight: 416.455
• Mol file: 178435-67-1.mol

Synonyms:(1S,2R,3R,6R,8R)-2,9,9-Trimethyl-3-((E)-styryl)-5-((1R,2S,3R,5R)-2,6,6-trimethyl-bicyclo[3.1.1]hept-3-yl)-4-oxa-5-bora-tricyclo[6.1.1.0^2,6]decane

Chemical Property of (1S,2R,3R,6R,8R)-2,9,9-Trimethyl-3-((E)-styryl)-5-((1R,2S,3R,5R)-2,6,6-trimethyl-bicyclo[3.1.1]hept-3-yl)-4-oxa-5-bora-tricyclo[6.1.1.0^2,6]decane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1S,2R,3R,6R,8R)-2,9,9-Trimethyl-3-((E)-styryl)-5-((1R,2S,3R,5R)-2,6,6-trimethyl-bicyclo[3.1.1]hept-3-yl)-4-oxa-5-bora-tricyclo[6.1.1.0^2,6]decane

There total 1 articles about (1S,2R,3R,6R,8R)-2,9,9-Trimethyl-3-((E)-styryl)-5-((1R,2S,3R,5R)-2,6,6-trimethyl-bicyclo[3.1.1]hept-3-yl)-4-oxa-5-bora-tricyclo[6.1.1.0^2,6]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:

(-)-diisopinocamphenylborane chloride (85116-37-6) → (1S,2R,3R,6R,8R)-2,9,9-Trimethyl-3-((E)-styryl)-5-((1R,2S,3R,5R)-2,6,6-trimethyl-bicyclo[3.1.1]hept-3-yl)-4-oxa-5-bora-tricyclo[6.1.1.02,6]decane (178435-67-1)

Guidance literature:

(-)-diisopinocamphenylborane chloride; (CO)5W=C(OLi)[(E)-PhCH=CH]; In diethyl ether; at -78 ℃;

In diethyl ether; at -78 - 20 ℃;

DOI:10.1021/ja991161+

Reference yield:

(1S,2R,3R,6R,8R)-2,9,9-Trimethyl-3-((E)-styryl)-5-((1R,2S,3R,5R)-2,6,6-trimethyl-bicyclo[3.1.1]hept-3-yl)-4-oxa-5-bora-tricyclo[6.1.1.02,6]decane (178435-67-1) → (1S,2S,3R,5S)-2-((E)-(R)-1-Hydroxy-3-phenyl-allyl)-2,6,6-trimethyl-bicyclo[3.1.1]heptan-3-ol (178435-78-4)

Guidance literature:

With sodium hydroxide; dihydrogen peroxide;

DOI:10.1021/ja991161+

Reference yield:

(1S,2R,3R,6R,8R)-2,9,9-Trimethyl-3-((E)-styryl)-5-((1R,2S,3R,5R)-2,6,6-trimethyl-bicyclo[3.1.1]hept-3-yl)-4-oxa-5-bora-tricyclo[6.1.1.02,6]decane (178435-67-1) → (1S,2S,3R,7R,9S)-2,5,5,10,10-Pentamethyl-3-((E)-styryl)-4,6-dioxa-tricyclo[7.1.1.02,7]undecane (178435-81-9)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂O₂; NaOH

2: PPTS

With sodium hydroxide; dihydrogen peroxide; pyridinium p-toluenesulfonate; 1: Oxidation / 2: Condensation;

DOI:10.1021/ja991161+

upstream raw materials:

(-)-diisopinocamphenylborane chloride

Downstream raw materials:

(1S,2S,3R,5S)-2-((E)-(R)-1-Hydroxy-3-phenyl-allyl)-2,6,6-trimethyl-bicyclo[3.1.1]heptan-3-ol

(1S,2S,3R,7R,9S)-2,5,5,10,10-Pentamethyl-3-((E)-styryl)-4,6-dioxa-tricyclo[7.1.1.0^2,7]undecane