2-{(1E,3E,7E)-(R)-9-[(2S,4R,6S,8S,9R)-4-(tert-Butyl-dimethyl-silanyloxy)-8,9-dimethyl-1,7-dioxa-spiro[5.5]undec-2-yl]-1,5,7-trimethyl-nona-1,3,7-trienyl}-4-methoxy-5-methyl-benzoic acid methyl ester

Base Information

• Chemical Name: 2-{(1E,3E,7E)-(R)-9-[(2S,4R,6S,8S,9R)-4-(tert-Butyl-dimethyl-silanyloxy)-8,9-dimethyl-1,7-dioxa-spiro[5.5]undec-2-yl]-1,5,7-trimethyl-nona-1,3,7-trienyl}-4-methoxy-5-methyl-benzoic acid methyl ester
• CAS No.: 82045-55-4
• Molecular Formula: C₃₉H₆₂O₆Si
• Molecular Weight: 655.003

Synonyms:

Chemical Property of 2-{(1E,3E,7E)-(R)-9-[(2S,4R,6S,8S,9R)-4-(tert-Butyl-dimethyl-silanyloxy)-8,9-dimethyl-1,7-dioxa-spiro[5.5]undec-2-yl]-1,5,7-trimethyl-nona-1,3,7-trienyl}-4-methoxy-5-methyl-benzoic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

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Useful:

Technology Process of 2-{(1E,3E,7E)-(R)-9-[(2S,4R,6S,8S,9R)-4-(tert-Butyl-dimethyl-silanyloxy)-8,9-dimethyl-1,7-dioxa-spiro[5.5]undec-2-yl]-1,5,7-trimethyl-nona-1,3,7-trienyl}-4-methoxy-5-methyl-benzoic acid methyl ester

There total 115 articles about 2-{(1E,3E,7E)-(R)-9-[(2S,4R,6S,8S,9R)-4-(tert-Butyl-dimethyl-silanyloxy)-8,9-dimethyl-1,7-dioxa-spiro[5.5]undec-2-yl]-1,5,7-trimethyl-nona-1,3,7-trienyl}-4-methoxy-5-methyl-benzoic acid methyl ester 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: 95.0%

2-[(E)-3-(Diphenyl-phosphinoyl)-1-methyl-propenyl]-4-methoxy-5-methyl-benzoic acid methyl ester (82045-38-3) + (E)-(R)-6-[(2S,4R,6S,8S,9R)-4-(tert-Butyl-dimethyl-silanyloxy)-8,9-dimethyl-1,7-dioxa-spiro[5.5]undec-2-yl]-2,4-dimethyl-hex-4-enal (82045-36-1) → 2-{(1E,3E,7E)-(R)-9-[(2S,4R,6S,8S,9R)-4-(tert-Butyl-dimethyl-silanyloxy)-8,9-dimethyl-1,7-dioxa-spiro[5.5]undec-2-yl]-1,5,7-trimethyl-nona-1,3,7-trienyl}-4-methoxy-5-methyl-benzoic acid methyl ester (82045-55-4,82079-59-2,101540-88-9,101977-93-9,114180-41-5)

Guidance literature:

With sodium hexamethyldisilazane; 1.) THF, -78 deg C;

DOI:10.1021/ja00378a045

Reference yield: 55.0%

2-{(1E,7E)-(R)-4-Acetoxy-3-benzenesulfonyl-9-[(2R,4S,6R,8R,9S)-4-(tert-butyl-dimethyl-silanyloxy)-8,9-dimethyl-1,7-dioxa-spiro[5.5]undec-2-yl]-1,5,7-trimethyl-nona-1,7-dienyl}-4-methoxy-5-methyl-benzoic acid methyl ester → (2S,4S,6S,8R,9S)-4-(dimethyl-t-butylsiloxy)-2-<(5R,2E,6E/Z,8E)-9-(5-methoxycarbonyl-p-tolyl)-3,5dimethyldeca-2,6,8-trienyl>-8,9-dimethyl-1,7-dioxaspiro<5.5>undecane (82045-55-4,82079-59-2,101540-88-9,101977-93-9,114180-41-5)

Guidance literature:

With sodium amalgam; In tetrahydrofuran; methanol; at -20 ℃;

DOI:10.1039/c39850001386

Reference yield: 51.0%

2-{(1E,7E)-(R)-3-Benzenesulfonyl-4-benzoyloxy-9-[(2R,4S,6R,8R,9S)-4-(tert-butyl-dimethyl-silanyloxy)-8,9-dimethyl-1,7-dioxa-spiro[5.5]undec-2-yl]-1,5,7-trimethyl-nona-1,7-dienyl}-4-methoxy-5-methyl-benzoic acid methyl ester (114125-40-5) → 2-{(1E,7E)-(R)-9-[(2R,4S,6R,8R,9S)-4-(tert-Butyl-dimethyl-silanyloxy)-8,9-dimethyl-1,7-dioxa-spiro[5.5]undec-2-yl]-4-hydroxy-1,5,7-trimethyl-nona-1,7-dienyl}-4-methoxy-5-methyl-benzoic acid methyl ester (114092-32-9,114180-42-6) + (2S,4S,6S,8R,9S)-4-(dimethyl-t-butylsiloxy)-2-<(5R,2E,6Z,8E)-9-(5-methoxycarbonyl-p-tolyl)-3,5dimethyldeca-2,6,8-trienyl>-8,9-dimethyl-1,7-dioxaspiro<5.5>undecane (82045-55-4,82079-59-2,101540-88-9,101977-93-9,114180-41-5) + (2S,4S,6S,8R,9S)-4-(dimethyl-t-butylsiloxy)-2-<(5R,2E,6E,8E)-9-(5-methoxycarbonyl-p-tolyl)-3,5dimethyldeca-2,6,8-trienyl>-8,9-dimethyl-1,7-dioxaspiro<5.5>undecane (82045-55-4,82079-59-2,101540-88-9,101977-93-9,114180-41-5)

Guidance literature:

With disodium hydrogenphosphate; sodium amalgam; In tetrahydrofuran; methanol; at -20 ℃; for 5.5h; Yields of byproduct given;

upstream raw materials:

(2S,4S,6S,8R,9S)-2-<(5R)-4-(dimethyl-t-butylsiloxy)>-2-<(5R,2E)-6-hydroxy-3,5-dimethylhex-2-enyl>-8,9-dimethyl-1,7-dioxaspiro<5.5>undecane

(2S,4S,6S,8R,9S)-4-(dimethyl-t-butylsiloxy)-2-<(5R,2E)-5-formyl-3-methylhex-2-enyl>-8,9-dimethyl-1,7-dioxaspiro<5.5>undecane

(2R,4R,6S,8R,9S)-2-<(5R)-(2E)-6-benzyloxy-3,5-dimethyl-hex-2-en-1-yl>-8,9-dimethyl-4-(dimethyl-t-butylsilyloxy)-1,7-dioxaspiro<5.5>undecane

(+)-(5S,6R)-tetrahydro-5,6-dimethyl-2H-pyran-2-one

Downstream raw materials:

2-[(1E,3E,7E)-(S)-9-((2S,4R,6S,8S,9R)-4-Hydroxy-8,9-dimethyl-1,7-dioxa-spiro[5.5]undec-2-yl)-1,5,7-trimethyl-nona-1,3,7-trienyl]-4-methoxy-5-methyl-benzoic acid methyl ester

2-[(1E,3E,7E)-(R)-9-((2S,4R,6S,8S,9R)-4-Hydroxy-8,9-dimethyl-1,7-dioxa-spiro[5.5]undec-2-yl)-1,5,7-trimethyl-nona-1,3,7-trienyl]-4-methoxy-5-methyl-benzoic acid methyl ester

2-[(1E,3E,7E)-(R)-9-((2R,4S,6R,8R,9S)-4-Hydroxy-8,9-dimethyl-1,7-dioxa-spiro[5.5]undec-2-yl)-1,5,7-trimethyl-nona-1,3,7-trienyl]-4-methoxy-5-methyl-benzoic acid methyl ester

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