(3aS,4S,6aR)-4-(tert-Butyl-dimethyl-silanyloxy)-6a-(4-methoxy-phenoxymethyl)-3-prop-2-en-(E)-ylidene-3,3a,4,6a-tetrahydro-cyclopenta[b]furan-2-one

Base Information

• Chemical Name: (3aS,4S,6aR)-4-(tert-Butyl-dimethyl-silanyloxy)-6a-(4-methoxy-phenoxymethyl)-3-prop-2-en-(E)-ylidene-3,3a,4,6a-tetrahydro-cyclopenta[b]furan-2-one
• CAS No.: 130268-16-5
• Molecular Formula: C₂₄H₃₂O₅Si
• Molecular Weight: 428.601

Synonyms:(3aS,4S,6aR)-4-(tert-Butyl-dimethyl-silanyloxy)-6a-(4-methoxy-phenoxymethyl)-3-prop-2-en-(E)-ylidene-3,3a,4,6a-tetrahydro-cyclopenta[b]furan-2-one

Chemical Property of (3aS,4S,6aR)-4-(tert-Butyl-dimethyl-silanyloxy)-6a-(4-methoxy-phenoxymethyl)-3-prop-2-en-(E)-ylidene-3,3a,4,6a-tetrahydro-cyclopenta[b]furan-2-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3aS,4S,6aR)-4-(tert-Butyl-dimethyl-silanyloxy)-6a-(4-methoxy-phenoxymethyl)-3-prop-2-en-(E)-ylidene-3,3a,4,6a-tetrahydro-cyclopenta[b]furan-2-one

There total 3 articles about (3aS,4S,6aR)-4-(tert-Butyl-dimethyl-silanyloxy)-6a-(4-methoxy-phenoxymethyl)-3-prop-2-en-(E)-ylidene-3,3a,4,6a-tetrahydro-cyclopenta[b]furan-2-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: 75.0%

(3aS,4S,6aR)-4-(tert-Butyl-dimethyl-silanyloxy)-6a-(4-methoxy-phenoxymethyl)-3-prop-2-en-(Z)-ylidene-3,3a,4,6a-tetrahydro-cyclopenta[b]furan-2-one (130268-16-5,130325-15-4) → (3aS,4S,6aR)-4-(tert-Butyl-dimethyl-silanyloxy)-6a-(4-methoxy-phenoxymethyl)-3-prop-2-en-(E)-ylidene-3,3a,4,6a-tetrahydro-cyclopenta[b]furan-2-one (130268-16-5)

Guidance literature:

With propan-2-thiol lithium salt; In tetrahydrofuran; at 25 ℃; for 48h;

DOI:10.1039/P19900001824

Reference yield:

(3aS,4S,6aR)-4-(tert-Butyl-dimethyl-silanyloxy)-6a-(4-methoxy-phenoxymethyl)-3,3a,4,6a-tetrahydro-cyclopenta[b]furan-2-one (130268-15-4) + methanesulfonyl chloride (124-63-0) + acrolein (107-02-8,25068-14-8) → (3aS,4S,6aR)-4-(tert-Butyl-dimethyl-silanyloxy)-6a-(4-methoxy-phenoxymethyl)-3-prop-2-en-(E)-ylidene-3,3a,4,6a-tetrahydro-cyclopenta[b]furan-2-one (130268-16-5) + (3aS,4S,6aR)-4-(tert-Butyl-dimethyl-silanyloxy)-6a-(4-methoxy-phenoxymethyl)-3-prop-2-en-(Z)-ylidene-3,3a,4,6a-tetrahydro-cyclopenta[b]furan-2-one (130268-16-5,130325-15-4)

Guidance literature:

Yield given. Multistep reaction. Yields of byproduct given;

DOI:10.1039/P19900001824

Reference yield:

(3aS,4S,6aR)-4-(tert-Butyl-dimethyl-silanyloxy)-6a-(4-methoxy-phenoxymethyl)-3,3a,4,6a-tetrahydro-cyclopenta[b]furan-2-one (130268-15-4) + methanesulfonyl chloride (124-63-0) + acrolein (107-02-8,25068-14-8) → (3aS,4S,6aR)-4-(tert-Butyl-dimethyl-silanyloxy)-6a-(4-methoxy-phenoxymethyl)-3-prop-2-en-(E)-ylidene-3,3a,4,6a-tetrahydro-cyclopenta[b]furan-2-one (130268-16-5) + (3aS,4S,6aR)-4-(tert-Butyl-dimethyl-silanyloxy)-6a-(4-methoxy-phenoxymethyl)-3-prop-2-en-(Z)-ylidene-3,3a,4,6a-tetrahydro-cyclopenta[b]furan-2-one (130268-16-5,130325-15-4)

Guidance literature:

Yield given. Multistep reaction. Yields of byproduct given;

DOI:10.1039/P19900001824

upstream raw materials:

(3aS,4S,6aR)-4-(tert-Butyl-dimethyl-silanyloxy)-6a-(4-methoxy-phenoxymethyl)-3-prop-2-en-(Z)-ylidene-3,3a,4,6a-tetrahydro-cyclopenta[b]furan-2-one

(3aS,4S,6aR)-4-(tert-Butyl-dimethyl-silanyloxy)-6a-(4-methoxy-phenoxymethyl)-3,3a,4,6a-tetrahydro-cyclopenta[b]furan-2-one

methanesulfonyl chloride

acrolein

Downstream raw materials:

(3aR,6aR)-2-Methoxy-6a-(4-methoxy-phenoxymethyl)-3-prop-2-en-(E)-ylidene-2,3,3a,6a-tetrahydro-cyclopenta[b]furan-4-one

(3aS,4S,6aR)-2-Methoxy-6a-(4-methoxy-phenoxymethyl)-3-prop-2-en-(E)-ylidene-3,3a,4,6a-tetrahydro-2H-cyclopenta[b]furan-4-ol

tert-Butyl-[(3aS,4S,6aR)-2-methoxy-6a-(4-methoxy-phenoxymethyl)-3-prop-2-en-(E)-ylidene-3,3a,4,6a-tetrahydro-2H-cyclopenta[b]furan-4-yloxy]-dimethyl-silane

(+)-didemnenones A and B

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