(1R,2R,6S,8R)-4-(Dimethyl-phenyl-silanyl)-2,9,9-trimethyl-3,5-dioxa-4-bora-tricyclo[6.1.1.0^2,6]decane

Base Information

• Chemical Name: (1R,2R,6S,8R)-4-(Dimethyl-phenyl-silanyl)-2,9,9-trimethyl-3,5-dioxa-4-bora-tricyclo[6.1.1.0^2,6]decane
• CAS No.: 612835-98-0
• Molecular Formula: C₁₈H₂₇BO₂Si
• Molecular Weight: 314.308

Synonyms:(1R,2R,6S,8R)-4-(Dimethyl-phenyl-silanyl)-2,9,9-trimethyl-3,5-dioxa-4-bora-tricyclo[6.1.1.0^2,6]decane

Chemical Property of (1R,2R,6S,8R)-4-(Dimethyl-phenyl-silanyl)-2,9,9-trimethyl-3,5-dioxa-4-bora-tricyclo[6.1.1.0^2,6]decane

Chemical Property:

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Technology Process of (1R,2R,6S,8R)-4-(Dimethyl-phenyl-silanyl)-2,9,9-trimethyl-3,5-dioxa-4-bora-tricyclo[6.1.1.0^2,6]decane

There total 1 articles about (1R,2R,6S,8R)-4-(Dimethyl-phenyl-silanyl)-2,9,9-trimethyl-3,5-dioxa-4-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: 77.0%

(1R,2R,3S,5R)-2,3-pinane diol (22422-34-0) + C6H5(CH3)2SiB(Cl)N(C2H5)2 (166329-99-3) → (1R,2R,6S,8R)-4-(Dimethyl-phenyl-silanyl)-2,9,9-trimethyl-3,5-dioxa-4-bora-tricyclo[6.1.1.02,6]decane (612835-98-0)

Guidance literature:

In hexane; at 20 ℃; for 1h;

DOI:10.1021/ja0368958

Reference yield: 98.0%

(R)-4-dimethylphenylsilyloxy-1,2-pentadiene + (1R,2R,6S,8R)-4-(Dimethyl-phenyl-silanyl)-2,9,9-trimethyl-3,5-dioxa-4-bora-tricyclo[6.1.1.02,6]decane (612835-98-0) → (1R,2R,6S,8R)-4-[(2R,3R)-2-(Dimethyl-phenyl-silanyl)-3-(dimethyl-phenyl-silanyloxy)-1-methylene-butyl]-2,9,9-trimethyl-3,5-dioxa-4-bora-tricyclo[6.1.1.02,6]decane

Guidance literature:

With (R)-2,2'-bis(diphenylphosphanyl)-1,1'-binaphthyl; allyl(cyclopentadiene)palladium(II); In toluene; at 20 ℃; for 15h;

DOI:10.1021/ol060666j

Reference yield: 96.0%

4-methoxylphenylallene (2749-97-5) + (1R,2R,6S,8R)-4-(Dimethyl-phenyl-silanyl)-2,9,9-trimethyl-3,5-dioxa-4-bora-tricyclo[6.1.1.02,6]decane (612835-98-0) → (C6H7(C(CH3)2)(CH3)O2)BC(CH2)CH(Si(CH3)2C6H5)C6H4OCH3

Guidance literature:

With (C₅H₅)(allyl)Pd; (R)-Ph₂PC₁₀H₆C₁₀H₇; In toluene; allene (1.2 equiv.) added to mixt. of P ligand and Pd compd. in toluene at room temp.; (R)-silylborane added; mixt. stirred at room temp. for 8-24 h; bulb-to-bulb distd. under vac.; ratio of (R,S):(R,R) = 95:5;

DOI:10.1021/ja0368958

upstream raw materials:

(1R,2R,3S,5R)-2,3-pinane diol

C₆H₅(CH₃)2SiB(Cl)N(C₂H₅)2

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