(2E,6E)-(R)-1-[(2S,4S,6S,9S)-4-(tert-Butyl-diphenyl-silanyloxy)-8,9-dimethyl-1,7-dioxa-spiro[5.5]undec-2-yl]-3,5-dimethyl-8-(tetrahydro-pyran-2-yloxy)-octa-2,6-dien-1-ol

Base Information

• Chemical Name: (2E,6E)-(R)-1-[(2S,4S,6S,9S)-4-(tert-Butyl-diphenyl-silanyloxy)-8,9-dimethyl-1,7-dioxa-spiro[5.5]undec-2-yl]-3,5-dimethyl-8-(tetrahydro-pyran-2-yloxy)-octa-2,6-dien-1-ol
• CAS No.: 82415-22-3
• Molecular Formula: C₄₂H₆₂O₆Si
• Molecular Weight: 691.036

Synonyms:(2E,6E)-(R)-1-[(2S,4S,6S,9S)-4-(tert-Butyl-diphenyl-silanyloxy)-8,9-dimethyl-1,7-dioxa-spiro[5.5]undec-2-yl]-3,5-dimethyl-8-(tetrahydro-pyran-2-yloxy)-octa-2,6-dien-1-ol

Chemical Property of (2E,6E)-(R)-1-[(2S,4S,6S,9S)-4-(tert-Butyl-diphenyl-silanyloxy)-8,9-dimethyl-1,7-dioxa-spiro[5.5]undec-2-yl]-3,5-dimethyl-8-(tetrahydro-pyran-2-yloxy)-octa-2,6-dien-1-ol

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Technology Process of (2E,6E)-(R)-1-[(2S,4S,6S,9S)-4-(tert-Butyl-diphenyl-silanyloxy)-8,9-dimethyl-1,7-dioxa-spiro[5.5]undec-2-yl]-3,5-dimethyl-8-(tetrahydro-pyran-2-yloxy)-octa-2,6-dien-1-ol

There total 4 articles about (2E,6E)-(R)-1-[(2S,4S,6S,9S)-4-(tert-Butyl-diphenyl-silanyloxy)-8,9-dimethyl-1,7-dioxa-spiro[5.5]undec-2-yl]-3,5-dimethyl-8-(tetrahydro-pyran-2-yloxy)-octa-2,6-dien-1-ol 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:

2-((2E,6E)-(R)-7-Bromo-4,6-dimethyl-hepta-2,6-dienyloxy)-tetrahydro-pyran (82415-07-4) + (2S,4S,6S,9S)-4-(tert-Butyl-diphenyl-silanyloxy)-8,9-dimethyl-1,7-dioxa-spiro[5.5]undecane-2-carbaldehyde (82415-05-2,105087-27-2) → (2E,6E)-(R)-1-[(2S,4S,6S,8R,9S)-4-(tert-Butyl-diphenyl-silanyloxy)-8,9-dimethyl-1,7-dioxa-spiro[5.5]undec-2-yl]-3,5-dimethyl-8-(tetrahydro-pyran-2-yloxy)-octa-2,6-dien-1-ol (82415-22-3) + (2E,6E)-(R)-1-[(2S,4S,6S,8S,9S)-4-(tert-Butyl-diphenyl-silanyloxy)-8,9-dimethyl-1,7-dioxa-spiro[5.5]undec-2-yl]-3,5-dimethyl-8-(tetrahydro-pyran-2-yloxy)-octa-2,6-dien-1-ol (82415-22-3)

Guidance literature:

With tert.-butyl lithium; In tetrahydrofuran; at -100 ℃; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

DOI:10.1021/ja00381a049

Reference yield:

2-((2E,6E)-(R)-7-Bromo-4,6-dimethyl-hepta-2,6-dienyloxy)-tetrahydro-pyran (82415-07-4) + (2S,4S,6S,9S)-4-(tert-Butyl-diphenyl-silanyloxy)-8,9-dimethyl-1,7-dioxa-spiro[5.5]undecane-2-carbaldehyde (82415-05-2,105087-27-2) → (2E,6E)-(R)-1-[(2S,4S,6S,8R,9S)-4-(tert-Butyl-diphenyl-silanyloxy)-8,9-dimethyl-1,7-dioxa-spiro[5.5]undec-2-yl]-3,5-dimethyl-8-(tetrahydro-pyran-2-yloxy)-octa-2,6-dien-1-ol (82415-22-3) + (2E,6E)-(R)-1-[(2S,4S,6S,8S,9S)-4-(tert-Butyl-diphenyl-silanyloxy)-8,9-dimethyl-1,7-dioxa-spiro[5.5]undec-2-yl]-3,5-dimethyl-8-(tetrahydro-pyran-2-yloxy)-octa-2,6-dien-1-ol (82415-22-3)

Guidance literature:

With tert.-butyl lithium; In tetrahydrofuran; at -100 ℃; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

DOI:10.1021/ja00381a049

Reference yield:

2-((2E,6E)-(R)-7-Iodo-4,6-dimethyl-hepta-2,6-dienyloxy)-tetrahydro-pyran (82415-08-5) + (2S,4S,6S,9S)-4-(tert-Butyl-diphenyl-silanyloxy)-8,9-dimethyl-1,7-dioxa-spiro[5.5]undecane-2-carbaldehyde (82415-05-2,105087-27-2) → (2E,6E)-(R)-1-[(2S,4S,6S,8R,9S)-4-(tert-Butyl-diphenyl-silanyloxy)-8,9-dimethyl-1,7-dioxa-spiro[5.5]undec-2-yl]-3,5-dimethyl-8-(tetrahydro-pyran-2-yloxy)-octa-2,6-dien-1-ol (82415-22-3) + (2E,6E)-(R)-1-[(2S,4S,6S,8S,9S)-4-(tert-Butyl-diphenyl-silanyloxy)-8,9-dimethyl-1,7-dioxa-spiro[5.5]undec-2-yl]-3,5-dimethyl-8-(tetrahydro-pyran-2-yloxy)-octa-2,6-dien-1-ol (82415-22-3)

Guidance literature:

With tert.-butyl lithium; In tetrahydrofuran; at -100 ℃; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

DOI:10.1021/ja00381a049

upstream raw materials:

2-((2E,6E)-(R)-7-Bromo-4,6-dimethyl-hepta-2,6-dienyloxy)-tetrahydro-pyran

(2S,4S,6S,9S)-4-(tert-Butyl-diphenyl-silanyloxy)-8,9-dimethyl-1,7-dioxa-spiro[5.5]undecane-2-carbaldehyde

2-((2E,6E)-(R)-7-Iodo-4,6-dimethyl-hepta-2,6-dienyloxy)-tetrahydro-pyran

Downstream raw materials:

Dithiocarbonic acid S-[(E)-(R)-1-{(E)-2-[(2S,4S,6S,8R,9S)-4-(tert-butyl-diphenyl-silanyloxy)-8,9-dimethyl-1,7-dioxa-spiro[5.5]undec-2-yl]-vinyl}-1,3-dimethyl-6-(tetrahydro-pyran-2-yloxy)-hex-4-enyl] ester S-methyl ester

Dithiocarbonic acid S-[(E)-(R)-1-{(E)-2-[(2S,4S,6S,8S,9S)-4-(tert-butyl-diphenyl-silanyloxy)-8,9-dimethyl-1,7-dioxa-spiro[5.5]undec-2-yl]-vinyl}-1,3-dimethyl-6-(tetrahydro-pyran-2-yloxy)-hex-4-enyl] ester S-methyl ester

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