(1R,2S,7S)-4-[(Z)-3-(dimethyl(phenyl)silanyl)allyl]-1,10,10-trimethyl-2-phenyl-3,5-dioxa-4-boratricyclo[5.2.1.0^2,6]decane

Base Information

• Chemical Name: (1R,2S,7S)-4-[(Z)-3-(dimethyl(phenyl)silanyl)allyl]-1,10,10-trimethyl-2-phenyl-3,5-dioxa-4-boratricyclo[5.2.1.0^2,6]decane
• CAS No.: 956430-56-1
• Molecular Formula: C₂₇H₃₅BO₂Si
• Molecular Weight: 430.47

Synonyms:(1R,2S,7S)-4-[(Z)-3-(dimethyl(phenyl)silanyl)allyl]-1,10,10-trimethyl-2-phenyl-3,5-dioxa-4-boratricyclo[5.2.1.0^2,6]decane

Chemical Property of (1R,2S,7S)-4-[(Z)-3-(dimethyl(phenyl)silanyl)allyl]-1,10,10-trimethyl-2-phenyl-3,5-dioxa-4-boratricyclo[5.2.1.0^2,6]decane

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Technology Process of (1R,2S,7S)-4-[(Z)-3-(dimethyl(phenyl)silanyl)allyl]-1,10,10-trimethyl-2-phenyl-3,5-dioxa-4-boratricyclo[5.2.1.0^2,6]decane

There total 1 articles about (1R,2S,7S)-4-[(Z)-3-(dimethyl(phenyl)silanyl)allyl]-1,10,10-trimethyl-2-phenyl-3,5-dioxa-4-boratricyclo[5.2.1.0^2,6]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: 79.0%

(1R,2S,7S)-4-[(Z)-2-(dimethylphenylsilanyl)vinyl]-1,10,10-trimethyl-2-phenyl-3,5-dioxa-4-boratricyclo[5.2.1.02,6]decane + Chloroiodomethane (593-71-5) → (1R,2S,7S)-4-[(Z)-3-(dimethyl(phenyl)silanyl)allyl]-1,10,10-trimethyl-2-phenyl-3,5-dioxa-4-boratricyclo[5.2.1.02,6]decane (956430-56-1)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; hexane; at -78 - 23 ℃; for 7h;

DOI:10.1021/ol7018746

Reference yield: 63.0%

3-phenyl-propionaldehyde (104-53-0) + (1R,2S,7S)-4-[(Z)-3-(dimethyl(phenyl)silanyl)allyl]-1,10,10-trimethyl-2-phenyl-3,5-dioxa-4-boratricyclo[5.2.1.02,6]decane (956430-56-1) → (Z)-hexa-3,5-dien-1-ylbenzene (77605-17-5)

Guidance literature:

With 4 A molecular sieve; boron trifluoride diethyl etherate; In dichloromethane; at -78 ℃; for 14h;

DOI:10.1021/ol7018746

Reference yield:

(1R,2S,7S)-4-[(Z)-3-(dimethyl(phenyl)silanyl)allyl]-1,10,10-trimethyl-2-phenyl-3,5-dioxa-4-boratricyclo[5.2.1.02,6]decane (956430-56-1) + (R)-3-benzyloxy-2-methylpropanal (79026-61-2) → C14H18O

Guidance literature:

(1R,2S,7S)-4-[(Z)-3-(dimethyl(phenyl)silanyl)allyl]-1,10,10-trimethyl-2-phenyl-3,5-dioxa-4-boratricyclo[5.2.1.0^2,6]decane; (R)-3-benzyloxy-2-methylpropanal; With 4 A molecular sieve; boron trifluoride diethyl etherate; In dichloromethane; at -55 ℃; for 96h;

With sodium hydride; In tetrahydrofuran; Further stages.;

DOI:10.1021/ol7018746

upstream raw materials:

Chloroiodomethane

Downstream raw materials:

(Z)-hexa-3,5-dien-1-ylbenzene

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