4,12-Dioxa-3,13-disilapentadec-7-ene, 11-[(1R,2S)-2-[(4-methoxyphenyl)methoxy]-1,3-dimethylbutyl]-2,2,3,3,6, 10,13,13,14,14-decamethyl-5-[(1S)-1-methyl-2-(triphenylmethoxy)ethyl]- , (5R,6S,7Z,10S,11R)-

Base Information

• Chemical Name: 4,12-Dioxa-3,13-disilapentadec-7-ene, 11-[(1R,2S)-2-[(4-methoxyphenyl)methoxy]-1,3-dimethylbutyl]-2,2,3,3,6, 10,13,13,14,14-decamethyl-5-[(1S)-1-methyl-2-(triphenylmethoxy)ethyl]- , (5R,6S,7Z,10S,11R)-
• CAS No.: 837383-41-2
• Molecular Formula: C57H86O5Si2
• Molecular Weight: 907.478

Synonyms:

Chemical Property of 4,12-Dioxa-3,13-disilapentadec-7-ene, 11-[(1R,2S)-2-[(4-methoxyphenyl)methoxy]-1,3-dimethylbutyl]-2,2,3,3,6, 10,13,13,14,14-decamethyl-5-[(1S)-1-methyl-2-(triphenylmethoxy)ethyl]- , (5R,6S,7Z,10S,11R)-

Chemical Property:

Purity/Quality:

Safty Information:

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Technology Process of 4,12-Dioxa-3,13-disilapentadec-7-ene, 11-[(1R,2S)-2-[(4-methoxyphenyl)methoxy]-1,3-dimethylbutyl]-2,2,3,3,6, 10,13,13,14,14-decamethyl-5-[(1S)-1-methyl-2-(triphenylmethoxy)ethyl]- , (5R,6S,7Z,10S,11R)-

There total 7 articles about 4,12-Dioxa-3,13-disilapentadec-7-ene, 11-[(1R,2S)-2-[(4-methoxyphenyl)methoxy]-1,3-dimethylbutyl]-2,2,3,3,6, 10,13,13,14,14-decamethyl-5-[(1S)-1-methyl-2-(triphenylmethoxy)ethyl]- , (5R,6S,7Z,10S,11R)- 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: 80.0%

Methanesulfonic acid (Z)-(2S,3S,4R,5R,6S,10S,11R,12S)-5,11-bis-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-2,4,6,10,12-pentamethyl-13-trityloxy-tridec-8-enyl ester (837383-40-1) → 1-[(Z)-(1S,2R,3R,4S,8S,9R,10S)-3,9-Bis-(tert-butyl-dimethyl-silanyloxy)-1-isopropyl-2,4,8,10-tetramethyl-11-trityloxy-undec-6-enyloxymethyl]-4-methoxy-benzene (837383-41-2)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; at 0 - 20 ℃;

DOI:10.1021/ol0476873

Reference yield:

tert-Butyl-{(Z)-(1R,2S)-4-iodo-1-[(S)-2-(4-methoxy-benzyloxy)-1-methyl-ethyl]-2-methyl-but-3-enyloxy}-dimethyl-silane → 1-[(Z)-(1S,2R,3R,4S,8S,9R,10S)-3,9-Bis-(tert-butyl-dimethyl-silanyloxy)-1-isopropyl-2,4,8,10-tetramethyl-11-trityloxy-undec-6-enyloxymethyl]-4-methoxy-benzene (837383-41-2)

Guidance literature:

Multi-step reaction with 6 steps

1.1: ZnCl₂; t-BuLi / diethyl ether; pentane / 1 h / 20 °C

1.2: 60 percent / Pd(PPh₃)4 / diethyl ether; pentane / 20 °C

2.1: 80 percent / H₂O; DDQ / CH₂Cl₂ / 1 h / 0 °C

3.1: 87 percent / pyridine; DMAP / 18 h / Heating

4.1: 96 percent / DIBAL-H / CH₂Cl₂ / 4.5 h / 0 °C

5.1: 91 percent / Et₃N / CH₂Cl₂ / 1 h / 20 °C

6.1: 80 percent / LiAlH₄ / diethyl ether / 0 - 20 °C

With pyridine; dmap; lithium aluminium tetrahydride; water; tert.-butyl lithium; diisobutylaluminium hydride; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; zinc(II) chloride; In diethyl ether; dichloromethane; pentane;

DOI:10.1021/ol0476873

Reference yield:

(Z)-(2S,3R,4S,8S,9R,10R)-3,9-Bis-(tert-butyl-dimethyl-silanyloxy)-10-[(2S,4S,5S)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-2,4,8-trimethyl-undec-5-en-1-ol (835929-77-6) → 1-[(Z)-(1S,2R,3R,4S,8S,9R,10S)-3,9-Bis-(tert-butyl-dimethyl-silanyloxy)-1-isopropyl-2,4,8,10-tetramethyl-11-trityloxy-undec-6-enyloxymethyl]-4-methoxy-benzene (837383-41-2)

Guidance literature:

Multi-step reaction with 4 steps

1: 87 percent / pyridine; DMAP / 18 h / Heating

2: 96 percent / DIBAL-H / CH₂Cl₂ / 4.5 h / 0 °C

3: 91 percent / Et₃N / CH₂Cl₂ / 1 h / 20 °C

4: 80 percent / LiAlH₄ / diethyl ether / 0 - 20 °C

With pyridine; dmap; lithium aluminium tetrahydride; diisobutylaluminium hydride; triethylamine; In diethyl ether; dichloromethane;

DOI:10.1021/ol0476873

upstream raw materials:

Methanesulfonic acid (Z)-(2S,3S,4R,5R,6S,10S,11R,12S)-5,11-bis-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-2,4,6,10,12-pentamethyl-13-trityloxy-tridec-8-enyl ester

(Z)-(2S,3R,4S,8S,9R,10R)-3,9-Bis-(tert-butyl-dimethyl-silanyloxy)-10-[(2S,4S,5S)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-2,4,8-trimethyl-undec-5-en-1-ol

(2S,4S,5S)-4-[(Z)-(1R,2R,3S,7S,8R,9S)-2,8-Bis-(tert-butyl-dimethyl-silanyloxy)-10-(4-methoxy-benzyloxy)-1,3,7,9-tetramethyl-dec-5-enyl]-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxane

(2S,4S,5S)-4-[(Z)-(1R,2R,3S,7S,8R,9S)-2,8-Bis-(tert-butyl-dimethyl-silanyloxy)-1,3,7,9-tetramethyl-10-trityloxy-dec-5-enyl]-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxane

Downstream raw materials:

(3R,4S,5S,6S)-4-(tert-Butyl-dimethyl-silanyloxy)-3,5-dimethyl-6-[(3Z,8Z)-(2S,5S,6R,7S,11S,12R,13R,14S)-2,6,12-tris-(tert-butyl-dimethyl-silanyloxy)-14-(4-methoxy-benzyloxy)-5,7,11,13,15-pentamethyl-hexadeca-3,8-dienyl]-tetrahydro-pyran-2-one

(Z)-(2S,3R,4S,8S,9R,10R,11S)-3,9-Bis-(tert-butyl-dimethyl-silanyloxy)-11-(4-methoxy-benzyloxy)-2,4,8,10,12-pentamethyl-tridec-5-en-1-ol

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