(E)-(2S,4S,8S,10R,11S)-1-{(4R,6R)-6-[(E)-(3S,4S)-4-(tert-Butyl-dimethyl-silanyloxy)-3,5-dimethyl-hex-1-enyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-4-hydroxy-13-iodo-2,8-bis-(4-methoxy-benzyloxy)-11-methyl-10-triisopropylsilanyloxy-tridec-12-en-6-one

Base Information

• Chemical Name: (E)-(2S,4S,8S,10R,11S)-1-{(4R,6R)-6-[(E)-(3S,4S)-4-(tert-Butyl-dimethyl-silanyloxy)-3,5-dimethyl-hex-1-enyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-4-hydroxy-13-iodo-2,8-bis-(4-methoxy-benzyloxy)-11-methyl-10-triisopropylsilanyloxy-tridec-12-en-6-one
• CAS No.: 332179-92-7
• Molecular Formula: C₅₉H₉₉IO₁₀Si₂
• Molecular Weight: 1151.5
• Mol file: 332179-92-7.mol

Synonyms:(E)-(2S,4S,8S,10R,11S)-1-{(4R,6R)-6-[(E)-(3S,4S)-4-(tert-Butyl-dimethyl-silanyloxy)-3,5-dimethyl-hex-1-enyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-4-hydroxy-13-iodo-2,8-bis-(4-methoxy-benzyloxy)-11-methyl-10-triisopropylsilanyloxy-tridec-12-en-6-one

Chemical Property of (E)-(2S,4S,8S,10R,11S)-1-{(4R,6R)-6-[(E)-(3S,4S)-4-(tert-Butyl-dimethyl-silanyloxy)-3,5-dimethyl-hex-1-enyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-4-hydroxy-13-iodo-2,8-bis-(4-methoxy-benzyloxy)-11-methyl-10-triisopropylsilanyloxy-tridec-12-en-6-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-(2S,4S,8S,10R,11S)-1-{(4R,6R)-6-[(E)-(3S,4S)-4-(tert-Butyl-dimethyl-silanyloxy)-3,5-dimethyl-hex-1-enyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-4-hydroxy-13-iodo-2,8-bis-(4-methoxy-benzyloxy)-11-methyl-10-triisopropylsilanyloxy-tridec-12-en-6-one

There total 1 articles about (E)-(2S,4S,8S,10R,11S)-1-{(4R,6R)-6-[(E)-(3S,4S)-4-(tert-Butyl-dimethyl-silanyloxy)-3,5-dimethyl-hex-1-enyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-4-hydroxy-13-iodo-2,8-bis-(4-methoxy-benzyloxy)-11-methyl-10-triisopropylsilanyloxy-tridec-12-en-6-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: 53.0%

(E)-(4S,6R,7S)-9-Iodo-4-(4-methoxy-benzyloxy)-7-methyl-6-triisopropylsilanyloxy-non-8-en-2-one (332179-77-8) + (R)-4-{(4R,6R)-6-[(E)-(3S,4S)-4-(tert-Butyl-dimethyl-silanyloxy)-3,5-dimethyl-hex-1-enyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-3-(4-methoxy-benzyloxy)-butyraldehyde (332179-79-0) → (E)-(2S,4R,8S,10R,11S)-1-{(4R,6R)-6-[(E)-(3S,4S)-4-(tert-Butyl-dimethyl-silanyloxy)-3,5-dimethyl-hex-1-enyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-4-hydroxy-13-iodo-2,8-bis-(4-methoxy-benzyloxy)-11-methyl-10-triisopropylsilanyloxy-tridec-12-en-6-one + (E)-(2S,4S,8S,10R,11S)-1-{(4R,6R)-6-[(E)-(3S,4S)-4-(tert-Butyl-dimethyl-silanyloxy)-3,5-dimethyl-hex-1-enyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-4-hydroxy-13-iodo-2,8-bis-(4-methoxy-benzyloxy)-11-methyl-10-triisopropylsilanyloxy-tridec-12-en-6-one (332179-92-7)

Guidance literature:

(E)-(4S,6R,7S)-9-Iodo-4-(4-methoxy-benzyloxy)-7-methyl-6-triisopropylsilanyloxy-non-8-en-2-one; With dicyclohexylboron chloride; triethylamine; In diethyl ether; at 0 ℃; for 0.166667h;

(R)-4-{(4R,6R)-6-[(E)-(3S,4S)-4-(tert-Butyl-dimethyl-silanyloxy)-3,5-dimethyl-hex-1-enyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-3-(4-methoxy-benzyloxy)-butyraldehyde; In diethyl ether; at -78 - -20 ℃; for 16h;

With dihydrogen peroxide; In methanol; pH=7;

DOI:10.1016/S0040-4039(00)02205-X

Reference yield: 88.0%

(E)-(2S,4S,8S,10R,11S)-1-{(4R,6R)-6-[(E)-(3S,4S)-4-(tert-Butyl-dimethyl-silanyloxy)-3,5-dimethyl-hex-1-enyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-4-hydroxy-13-iodo-2,8-bis-(4-methoxy-benzyloxy)-11-methyl-10-triisopropylsilanyloxy-tridec-12-en-6-one (332179-92-7) → (E)-(2S,4R,6R,8R,10R,11S)-1-{(4R,6R)-6-[(E)-(3S,4S)-4-(tert-Butyl-dimethyl-silanyloxy)-3,5-dimethyl-hex-1-enyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-13-iodo-2,8-bis-(4-methoxy-benzyloxy)-11-methyl-10-triisopropylsilanyloxy-tridec-12-ene-4,6-diol

Guidance literature:

With tetramethylammonium triacetoxyborohydride; In acetic acid; acetonitrile; at -30 - 20 ℃; for 18h;

DOI:10.1016/S0040-4039(00)02205-X

Reference yield:

(E)-(2S,4S,8S,10R,11S)-1-{(4R,6R)-6-[(E)-(3S,4S)-4-(tert-Butyl-dimethyl-silanyloxy)-3,5-dimethyl-hex-1-enyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-4-hydroxy-13-iodo-2,8-bis-(4-methoxy-benzyloxy)-11-methyl-10-triisopropylsilanyloxy-tridec-12-en-6-one (332179-92-7) → 1-[6-{6-[4-(tert-butyl-dimethyl-silanyloxy)-3,5-dimethyl-hex-1-enyl]-2,2-dimethyl-[1,3]dioxan-4-ylmethyl}-2-(4-methoxy-phenyl)-[1,3]dioxan-4-yl]-4-hydroxy-9-iodo-7-methyl-6-triisopropylsilanyloxy-non-8-en-2-one

Guidance literature:

With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; for 6h; pH=7;

DOI:10.1016/S0040-4039(00)02205-X

upstream raw materials:

(E)-(4S,6R,7S)-9-Iodo-4-(4-methoxy-benzyloxy)-7-methyl-6-triisopropylsilanyloxy-non-8-en-2-one

(R)-4-{(4R,6R)-6-[(E)-(3S,4S)-4-(tert-Butyl-dimethyl-silanyloxy)-3,5-dimethyl-hex-1-enyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-3-(4-methoxy-benzyloxy)-butyraldehyde