(Z)-(5S,7S)-5-(tert-Butyl-dimethyl-silanyloxy)-7-(tert-butyl-diphenyl-silanyloxy)-3-iodo-nona-2,8-dien-1-ol

Base Information

• Chemical Name: (Z)-(5S,7S)-5-(tert-Butyl-dimethyl-silanyloxy)-7-(tert-butyl-diphenyl-silanyloxy)-3-iodo-nona-2,8-dien-1-ol
• CAS No.: 172516-19-7
• Molecular Formula: C₃₁H₄₇IO₃Si₂
• Molecular Weight: 650.788
• Mol file: 172516-19-7.mol

Synonyms:(Z)-(5S,7S)-5-(tert-Butyl-dimethyl-silanyloxy)-7-(tert-butyl-diphenyl-silanyloxy)-3-iodo-nona-2,8-dien-1-ol

Chemical Property of (Z)-(5S,7S)-5-(tert-Butyl-dimethyl-silanyloxy)-7-(tert-butyl-diphenyl-silanyloxy)-3-iodo-nona-2,8-dien-1-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (Z)-(5S,7S)-5-(tert-Butyl-dimethyl-silanyloxy)-7-(tert-butyl-diphenyl-silanyloxy)-3-iodo-nona-2,8-dien-1-ol

There total 13 articles about (Z)-(5S,7S)-5-(tert-Butyl-dimethyl-silanyloxy)-7-(tert-butyl-diphenyl-silanyloxy)-3-iodo-nona-2,8-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:

tert-Butyl-((S)-1-(S)-1-oxiranylmethyl-allyloxy)-diphenyl-silane (180853-49-0) → (Z)-(5S,7S)-5-(tert-Butyl-dimethyl-silanyloxy)-7-(tert-butyl-diphenyl-silanyloxy)-3-iodo-nona-2,8-dien-1-ol (172516-19-7)

Guidance literature:

Multi-step reaction with 3 steps

1: BuLi-BF₃*Et₂O / tetrahydrofuran / -78 deg C to r.t.

2: imidazole / dimethylformamide

3: 1.) Red-Al; 2.) I₂ / 1.) THF, -78 deg C

With 1H-imidazole; n-butyllithium; boron trifluoride diethyl etherate; iodine; sodium bis(2-methoxyethoxy)aluminium dihydride; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1016/0040-4039(96)01132-X

Reference yield:

(3S,5R)-3-(tert-Butyl-diphenyl-silanyloxy)-9-(1-methoxy-1-methyl-ethoxy)-non-1-en-7-yn-5-ol (180633-91-4) → (Z)-(5S,7S)-5-(tert-Butyl-dimethyl-silanyloxy)-7-(tert-butyl-diphenyl-silanyloxy)-3-iodo-nona-2,8-dien-1-ol (172516-19-7)

Guidance literature:

Multi-step reaction with 2 steps

1: imidazole / dimethylformamide

2: 1.) Red-Al; 2.) I₂ / 1.) THF, -78 deg C

With 1H-imidazole; iodine; sodium bis(2-methoxyethoxy)aluminium dihydride; In N,N-dimethyl-formamide;

DOI:10.1016/0040-4039(96)01132-X

Reference yield:

(S)-4-(tert-Butyl-diphenyl-silanyloxy)-hex-5-ene-1,2-diol → (Z)-(5S,7S)-5-(tert-Butyl-dimethyl-silanyloxy)-7-(tert-butyl-diphenyl-silanyloxy)-3-iodo-nona-2,8-dien-1-ol (172516-19-7)

Guidance literature:

Multi-step reaction with 5 steps

1: pyridine

2: 10 percent KOH / methanol

3: BuLi-BF₃*Et₂O / tetrahydrofuran / -78 deg C to r.t.

4: imidazole / dimethylformamide

5: 1.) Red-Al; 2.) I₂ / 1.) THF, -78 deg C

With pyridine; 1H-imidazole; potassium hydroxide; n-butyllithium; boron trifluoride diethyl etherate; iodine; sodium bis(2-methoxyethoxy)aluminium dihydride; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;

DOI:10.1016/0040-4039(96)01132-X

upstream raw materials:

(5R,7S)-5-(tert-Butyl-dimethyl-silanyloxy)-7-(tert-butyl-diphenyl-silanyloxy)-non-8-en-2-yn-1-ol

tert-Butyl-((S)-1-(S)-1-oxiranylmethyl-allyloxy)-diphenyl-silane

(3S,5R)-3-(tert-Butyl-diphenyl-silanyloxy)-9-(1-methoxy-1-methyl-ethoxy)-non-1-en-7-yn-5-ol

Toluene-4-sulfonic acid (2S,4S)-4-(tert-butyl-diphenyl-silanyloxy)-2-hydroxy-hex-5-enyl ester