(Z)-(1R,3S,7S,8S,10S,12S,18R)-12-((E)-(S)-3-Cyclohexyl-1-hydroxy-allyl)-7-hydroxy-3-methyl-5-methylene-9,13,22-trioxa-tricyclo[16.3.1.0^8,10]docosa-15,19-dien-14-one

Base Information

• Chemical Name: (Z)-(1R,3S,7S,8S,10S,12S,18R)-12-((E)-(S)-3-Cyclohexyl-1-hydroxy-allyl)-7-hydroxy-3-methyl-5-methylene-9,13,22-trioxa-tricyclo[16.3.1.0^8,10]docosa-15,19-dien-14-one
• CAS No.: 911834-92-9
• Molecular Formula: C₃₀H₄₄O₆
• Molecular Weight: 500.676

Synonyms:(Z)-(1R,3S,7S,8S,10S,12S,18R)-12-((E)-(S)-3-Cyclohexyl-1-hydroxy-allyl)-7-hydroxy-3-methyl-5-methylene-9,13,22-trioxa-tricyclo[16.3.1.0^8,10]docosa-15,19-dien-14-one

Chemical Property of (Z)-(1R,3S,7S,8S,10S,12S,18R)-12-((E)-(S)-3-Cyclohexyl-1-hydroxy-allyl)-7-hydroxy-3-methyl-5-methylene-9,13,22-trioxa-tricyclo[16.3.1.0^8,10]docosa-15,19-dien-14-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

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Technology Process of (Z)-(1R,3S,7S,8S,10S,12S,18R)-12-((E)-(S)-3-Cyclohexyl-1-hydroxy-allyl)-7-hydroxy-3-methyl-5-methylene-9,13,22-trioxa-tricyclo[16.3.1.0^8,10]docosa-15,19-dien-14-one

There total 24 articles about (Z)-(1R,3S,7S,8S,10S,12S,18R)-12-((E)-(S)-3-Cyclohexyl-1-hydroxy-allyl)-7-hydroxy-3-methyl-5-methylene-9,13,22-trioxa-tricyclo[16.3.1.0^8,10]docosa-15,19-dien-14-one 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: 51.0%

(3Z,9E)-(1R,7S,11S,15S,17R)-7-((E)-(S)-3-Cyclohexyl-1-hydroxy-allyl)-11-hydroxy-15-methyl-13-methylene-6,21-dioxa-bicyclo[15.3.1]henicosa-3,9,19-trien-5-one (911834-91-8) → (Z)-(1R,3S,7S,8S,10S,12S,18R)-12-((E)-(S)-3-Cyclohexyl-1-hydroxy-allyl)-7-hydroxy-3-methyl-5-methylene-9,13,22-trioxa-tricyclo[16.3.1.08,10]docosa-15,19-dien-14-one (911834-92-9) + C30H44O7 (1049737-10-1)

Guidance literature:

(3Z,9E)-(1R,7S,11S,15S,17R)-7-((E)-(S)-3-Cyclohexyl-1-hydroxy-allyl)-11-hydroxy-15-methyl-13-methylene-6,21-dioxa-bicyclo[15.3.1]henicosa-3,9,19-trien-5-one; In dichloromethane; at 20 ℃; for 0.5h; Molecular sieve 4 ?;

With titanium(IV) isopropylate; L-(+)-diisopropyl tartrate; In dichloromethane; at -30 - 20 ℃; for 1.03333h;

With tert.-butylhydroperoxide; In decane; dichloromethane; at -40 - -20 ℃; for 6.5h;

Reference yield: 51.0%

(3Z,9E)-(1R,7S,11S,15S,17R)-7-((E)-(S)-3-Cyclohexyl-1-hydroxy-allyl)-11-hydroxy-15-methyl-13-methylene-6,21-dioxa-bicyclo[15.3.1]henicosa-3,9,19-trien-5-one (911834-91-8) → (Z)-(1R,3S,7S,8S,10S,12S,18R)-12-((E)-(S)-3-Cyclohexyl-1-hydroxy-allyl)-7-hydroxy-3-methyl-5-methylene-9,13,22-trioxa-tricyclo[16.3.1.08,10]docosa-15,19-dien-14-one (911834-92-9)

Guidance literature:

(3Z,9E)-(1R,7S,11S,15S,17R)-7-((E)-(S)-3-Cyclohexyl-1-hydroxy-allyl)-11-hydroxy-15-methyl-13-methylene-6,21-dioxa-bicyclo[15.3.1]henicosa-3,9,19-trien-5-one; With titanium(IV) isopropylate; L-(+)-diisopropyl tartrate; 4 A molecular sieve; In dichloromethane; at -30 - -20 ℃; for 1.01667h;

With tert.-butylhydroperoxide; In decane; dichloromethane; at -40 - -20 ℃; for 6.5h;

DOI:10.1021/ol061619u

Reference yield: 50.0%

vinylcyclohexane (695-12-5,25498-06-0) + C26H38O7 (1049737-05-4) → (Z)-(1R,3S,7S,8S,10S,12S,18R)-12-((E)-(S)-3-Cyclohexyl-1-hydroxy-allyl)-7-hydroxy-3-methyl-5-methylene-9,13,22-trioxa-tricyclo[16.3.1.08,10]docosa-15,19-dien-14-one (911834-92-9)

Guidance literature:

dichloro(tricyclohexylphosphino)(benzylidene)(1,3-dimesityl-4,5-dihydroimidazol-2-ylidene)ruthenium(III); In dichloromethane; at 20 ℃; for 20h; Product distribution / selectivity;

upstream raw materials:

(3Z,9E)-(1R,7S,11S,15S,17R)-7-((E)-(S)-3-Cyclohexyl-1-hydroxy-allyl)-11-hydroxy-15-methyl-13-methylene-6,21-dioxa-bicyclo[15.3.1]henicosa-3,9,19-trien-5-one

(S,S)-2,2-dimethyl-4-[(tert-butyldimethylsilyloxy)methyl]-5-vinyl-1,3-dioxolane

tert-Butyl-[(Z)-4-((4S,5S)-2,2-dimethyl-5-vinyl-[1,3]dioxolan-4-yl)-but-3-enyloxy]-dimethyl-silane

(E)-(5S,6S)-5,6-Bis-(tert-butyl-dimethyl-silanyloxy)-octa-2,7-dienal

Downstream raw materials:

C₃₀H₄₂O₆

C₃₁H₄₀O₆

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