(Z)-6-{(2S,3R,4S,5aS,6aR,8R,10S,11R,12aS,13aR)-10-(tert-Butyl-diphenyl-silanyloxy)-11-[2-(2,2-dimethyl-propionyloxy)-ethyl]-3-hydroxy-4,6a,8-trimethyl-tetradecahydro-1,6,12-trioxa-cyclohepta[4,5]benzo[1,2]cycloocten-2-yl}-hex-4-enoic acid

Base Information

• Chemical Name: (Z)-6-{(2S,3R,4S,5aS,6aR,8R,10S,11R,12aS,13aR)-10-(tert-Butyl-diphenyl-silanyloxy)-11-[2-(2,2-dimethyl-propionyloxy)-ethyl]-3-hydroxy-4,6a,8-trimethyl-tetradecahydro-1,6,12-trioxa-cyclohepta[4,5]benzo[1,2]cycloocten-2-yl}-hex-4-enoic acid
• CAS No.: 205865-06-1
• Molecular Formula: C₄₆H₆₈O₉Si
• Molecular Weight: 793.126

Synonyms:(Z)-6-{(2S,3R,4S,5aS,6aR,8R,10S,11R,12aS,13aR)-10-(tert-Butyl-diphenyl-silanyloxy)-11-[2-(2,2-dimethyl-propionyloxy)-ethyl]-3-hydroxy-4,6a,8-trimethyl-tetradecahydro-1,6,12-trioxa-cyclohepta[4,5]benzo[1,2]cycloocten-2-yl}-hex-4-enoic acid

Chemical Property of (Z)-6-{(2S,3R,4S,5aS,6aR,8R,10S,11R,12aS,13aR)-10-(tert-Butyl-diphenyl-silanyloxy)-11-[2-(2,2-dimethyl-propionyloxy)-ethyl]-3-hydroxy-4,6a,8-trimethyl-tetradecahydro-1,6,12-trioxa-cyclohepta[4,5]benzo[1,2]cycloocten-2-yl}-hex-4-enoic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (Z)-6-{(2S,3R,4S,5aS,6aR,8R,10S,11R,12aS,13aR)-10-(tert-Butyl-diphenyl-silanyloxy)-11-[2-(2,2-dimethyl-propionyloxy)-ethyl]-3-hydroxy-4,6a,8-trimethyl-tetradecahydro-1,6,12-trioxa-cyclohepta[4,5]benzo[1,2]cycloocten-2-yl}-hex-4-enoic acid

There total 10 articles about (Z)-6-{(2S,3R,4S,5aS,6aR,8R,10S,11R,12aS,13aR)-10-(tert-Butyl-diphenyl-silanyloxy)-11-[2-(2,2-dimethyl-propionyloxy)-ethyl]-3-hydroxy-4,6a,8-trimethyl-tetradecahydro-1,6,12-trioxa-cyclohepta[4,5]benzo[1,2]cycloocten-2-yl}-hex-4-enoic acid 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:

(Z)-6-{(2S,3R,4S,5aS,6aR,8R,10S,11R,12aS,13aR)-3-Acetoxy-10-(tert-butyl-diphenyl-silanyloxy)-11-[2-(2,2-dimethyl-propionyloxy)-ethyl]-4,6a,8-trimethyl-tetradecahydro-1,6,12-trioxa-cyclohepta[4,5]benzo[1,2]cycloocten-2-yl}-hex-4-enoic acid methyl ester (205865-36-7) → (Z)-6-{(2S,3R,4S,5aS,6aR,8R,10S,11R,12aS,13aR)-10-(tert-Butyl-diphenyl-silanyloxy)-11-[2-(2,2-dimethyl-propionyloxy)-ethyl]-3-hydroxy-4,6a,8-trimethyl-tetradecahydro-1,6,12-trioxa-cyclohepta[4,5]benzo[1,2]cycloocten-2-yl}-hex-4-enoic acid (205865-06-1)

Guidance literature:

With lithium hydroxide; water; In methanol; at 0 ℃; for 4h;

DOI:10.1002/(SICI)1521-3765(19990201)5:2<628::AID-CHEM628>3.0.CO;2-E

Reference yield:

(2S,3R,4S,5aS,6aR,8R,10S,11R,12aS,13aR)-2,11-Bis-(2-benzyloxy-ethyl)-10-(tert-butyl-diphenyl-silanyloxy)-4,6a,8-trimethyl-tetradecahydro-1,6,12-trioxa-cyclohepta[4,5]benzo[1,2]cycloocten-3-ol (126694-06-2) → (Z)-6-{(2S,3R,4S,5aS,6aR,8R,10S,11R,12aS,13aR)-10-(tert-Butyl-diphenyl-silanyloxy)-11-[2-(2,2-dimethyl-propionyloxy)-ethyl]-3-hydroxy-4,6a,8-trimethyl-tetradecahydro-1,6,12-trioxa-cyclohepta[4,5]benzo[1,2]cycloocten-2-yl}-hex-4-enoic acid (205865-06-1)

Guidance literature:

Multi-step reaction with 10 steps

1: 97 percent / H₂ / 10 percent Pd/C / methanol / 24 h / 25 °C

2: 87 percent / PPTS / dimethylformamide / 13 h / 25 °C

3: 100 percent / 4-DMAP / CH₂Cl₂ / 2 h / 25 °C

4: 97 percent / 1-camphorsulfonic acid / methanol; CH₂Cl₂ / 1 h / 25 °C

5: 99 percent / CH₂Cl₂ / 36 h / 40 °C

6: 99 percent / Et₃N, 4-DMAP / CH₂Cl₂ / 1 h / 25 °C

7: 96 percent / trifluoroacetic acid / methanol; CH₂Cl₂ / 0.5 h / 25 °C

8: 87 percent / NMO, TPAP, 4 Angstroem molecular sieves / CH₂Cl₂ / 1 h / 25 °C

9: 94 percent / KHMDS / tetrahydrofuran / 2 h / -78 °C

10: LiOH, H₂O / methanol / 4 h / 0 °C

With dmap; lithium hydroxide; N-methyl-2-indolinone; tetrapropylammonium perruthennate; 4 A molecular sieve; camphor-10-sulfonic acid; water; hydrogen; pyridinium p-toluenesulfonate; potassium hexamethylsilazane; triethylamine; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1002/(SICI)1521-3765(19990201)5:2<628::AID-CHEM628>3.0.CO;2-E

Reference yield:

(2S,3R,4S,5aS,6aR,8R,10S,11R,12aS,13aR)-10-(tert-Butyl-diphenyl-silanyloxy)-2,11-bis-(2-hydroxy-ethyl)-4,6a,8-trimethyl-tetradecahydro-1,6,12-trioxa-cyclohepta[4,5]benzo[1,2]cycloocten-3-ol (205865-30-1) → (Z)-6-{(2S,3R,4S,5aS,6aR,8R,10S,11R,12aS,13aR)-10-(tert-Butyl-diphenyl-silanyloxy)-11-[2-(2,2-dimethyl-propionyloxy)-ethyl]-3-hydroxy-4,6a,8-trimethyl-tetradecahydro-1,6,12-trioxa-cyclohepta[4,5]benzo[1,2]cycloocten-2-yl}-hex-4-enoic acid (205865-06-1)

Guidance literature:

Multi-step reaction with 9 steps

1: 87 percent / PPTS / dimethylformamide / 13 h / 25 °C

2: 100 percent / 4-DMAP / CH₂Cl₂ / 2 h / 25 °C

3: 97 percent / 1-camphorsulfonic acid / methanol; CH₂Cl₂ / 1 h / 25 °C

4: 99 percent / CH₂Cl₂ / 36 h / 40 °C

5: 99 percent / Et₃N, 4-DMAP / CH₂Cl₂ / 1 h / 25 °C

6: 96 percent / trifluoroacetic acid / methanol; CH₂Cl₂ / 0.5 h / 25 °C

7: 87 percent / NMO, TPAP, 4 Angstroem molecular sieves / CH₂Cl₂ / 1 h / 25 °C

8: 94 percent / KHMDS / tetrahydrofuran / 2 h / -78 °C

9: LiOH, H₂O / methanol / 4 h / 0 °C

With dmap; lithium hydroxide; N-methyl-2-indolinone; tetrapropylammonium perruthennate; 4 A molecular sieve; camphor-10-sulfonic acid; water; pyridinium p-toluenesulfonate; potassium hexamethylsilazane; triethylamine; trifluoroacetic acid; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1002/(SICI)1521-3765(19990201)5:2<628::AID-CHEM628>3.0.CO;2-E

upstream raw materials:

(Z)-6-{(2S,3R,4S,5aS,6aR,8R,10S,11R,12aS,13aR)-3-Acetoxy-10-(tert-butyl-diphenyl-silanyloxy)-11-[2-(2,2-dimethyl-propionyloxy)-ethyl]-4,6a,8-trimethyl-tetradecahydro-1,6,12-trioxa-cyclohepta[4,5]benzo[1,2]cycloocten-2-yl}-hex-4-enoic acid methyl ester

(2S,3R,4S,5aS,6aR,8R,10S,11R,12aS,13aR)-2,11-Bis-(2-benzyloxy-ethyl)-10-(tert-butyl-diphenyl-silanyloxy)-4,6a,8-trimethyl-tetradecahydro-1,6,12-trioxa-cyclohepta[4,5]benzo[1,2]cycloocten-3-ol

(2S,3R,4S,5aS,6aR,8R,10S,11R,12aS,13aR)-10-(tert-Butyl-diphenyl-silanyloxy)-2,11-bis-(2-hydroxy-ethyl)-4,6a,8-trimethyl-tetradecahydro-1,6,12-trioxa-cyclohepta[4,5]benzo[1,2]cycloocten-3-ol

2,2-Dimethyl-propionic acid 2-[(2S,3R,4S,5aS,6aR,8R,10S,11R,12aS,13aR)-3-acetoxy-10-(tert-butyl-diphenyl-silanyloxy)-4,6a,8-trimethyl-2-(2-oxo-ethyl)-tetradecahydro-1,6,12-trioxa-cyclohepta[4,5]benzo[1,2]cycloocten-11-yl]-ethyl ester

Downstream raw materials:

C₄₆H₆₆O₈Si

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