4-(tert-Butyl-diphenyl-silanyloxy)-3-hydroxy-2-[2-((1S,4aS,4bR,8aR,10aR)-2,4b,8,8,10a-pentamethyl-1,4,4a,4b,5,6,7,8,8a,9,10,10a-dodecahydro-phenanthren-1-yl)-ethyl]-butyric acid methyl ester

Base Information

• Chemical Name: 4-(tert-Butyl-diphenyl-silanyloxy)-3-hydroxy-2-[2-((1S,4aS,4bR,8aR,10aR)-2,4b,8,8,10a-pentamethyl-1,4,4a,4b,5,6,7,8,8a,9,10,10a-dodecahydro-phenanthren-1-yl)-ethyl]-butyric acid methyl ester
• CAS No.: 201670-57-7
• Molecular Formula: C₄₂H₆₂O₄Si
• Molecular Weight: 659.037
• Mol file: 201670-57-7.mol

Synonyms:

Chemical Property of 4-(tert-Butyl-diphenyl-silanyloxy)-3-hydroxy-2-[2-((1S,4aS,4bR,8aR,10aR)-2,4b,8,8,10a-pentamethyl-1,4,4a,4b,5,6,7,8,8a,9,10,10a-dodecahydro-phenanthren-1-yl)-ethyl]-butyric acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-(tert-Butyl-diphenyl-silanyloxy)-3-hydroxy-2-[2-((1S,4aS,4bR,8aR,10aR)-2,4b,8,8,10a-pentamethyl-1,4,4a,4b,5,6,7,8,8a,9,10,10a-dodecahydro-phenanthren-1-yl)-ethyl]-butyric acid methyl ester

There total 3 articles about 4-(tert-Butyl-diphenyl-silanyloxy)-3-hydroxy-2-[2-((1S,4aS,4bR,8aR,10aR)-2,4b,8,8,10a-pentamethyl-1,4,4a,4b,5,6,7,8,8a,9,10,10a-dodecahydro-phenanthren-1-yl)-ethyl]-butyric 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: 49.0%

isocopalenyl iodide (139108-85-3) + methyl 4-tert-butyldiphenylsilyloxy-3-hydroxy-2-methylenebutanoate (161638-00-2) → 4-(tert-Butyl-diphenyl-silanyloxy)-3-hydroxy-2-[2-((1S,4aS,4bR,8aR,10aR)-2,4b,8,8,10a-pentamethyl-1,4,4a,4b,5,6,7,8,8a,9,10,10a-dodecahydro-phenanthren-1-yl)-ethyl]-butyric acid methyl ester (201670-57-7)

Guidance literature:

With tri-n-butyl-tin hydride; In diethyl ether; for 5h; Irradiation;

DOI:10.1016/S0040-4020(97)10260-5

Reference yield:

(tert-butyldiphenylsilanyloxy)acetaldehyde (115869-43-7) → 4-(tert-Butyl-diphenyl-silanyloxy)-3-hydroxy-2-[2-((1S,4aS,4bR,8aR,10aR)-2,4b,8,8,10a-pentamethyl-1,4,4a,4b,5,6,7,8,8a,9,10,10a-dodecahydro-phenanthren-1-yl)-ethyl]-butyric acid methyl ester (201670-57-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 280 mg / quinuclidin-3-ol / 720 h / Ambient temperature

2: 49 percent / n-Bu₃SnH / diethyl ether / 5 h / Irradiation

With tri-n-butyl-tin hydride; 3-quinuclidinol; In diethyl ether;

DOI:10.1016/S0040-4020(97)10260-5

Reference yield:

tert-butylchlorodiphenylsilane (58479-61-1) → 4-(tert-Butyl-diphenyl-silanyloxy)-3-hydroxy-2-[2-((1S,4aS,4bR,8aR,10aR)-2,4b,8,8,10a-pentamethyl-1,4,4a,4b,5,6,7,8,8a,9,10,10a-dodecahydro-phenanthren-1-yl)-ethyl]-butyric acid methyl ester (201670-57-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 1) Et₃N, 2) DMAP / 1) CH₂Cl₂, room temperature, 2 min, 2) CH₂Cl₂, room temperature, 1 d

2: 280 mg / quinuclidin-3-ol / 720 h / Ambient temperature

3: 49 percent / n-Bu₃SnH / diethyl ether / 5 h / Irradiation

With dmap; tri-n-butyl-tin hydride; triethylamine; 3-quinuclidinol; In diethyl ether;

DOI:10.1016/S0040-4020(97)10260-5

upstream raw materials:

isocopalenyl iodide

methyl 4-tert-butyldiphenylsilyloxy-3-hydroxy-2-methylenebutanoate

(tert-butyldiphenylsilanyloxy)acetaldehyde

tert-butylchlorodiphenylsilane

Downstream raw materials:

4-(tert-Butyl-diphenyl-silanyloxy)-3-methanesulfonyloxy-2-[2-((1S,4aS,4bR,8aR,10aR)-2,4b,8,8,10a-pentamethyl-1,4,4a,4b,5,6,7,8,8a,9,10,10a-dodecahydro-phenanthren-1-yl)-ethyl]-butyric acid methyl ester