(5R,6S,8S,11R)-5-((S,Z)-4-iodobut-3-en-2-yl)-11-((2R,3S,4S,Z)-3-(4-methoxybenzyloxy)-4-methylocta-5,7-dien-2-yl)-2,2,3,3,6,8,13,13,14,14-decamethyl-4,12-dioxa-3,13-disilapentadecane

Base Information

Chemical Name:(5R,6S,8S,11R)-5-((S,Z)-4-iodobut-3-en-2-yl)-11-((2R,3S,4S,Z)-3-(4-methoxybenzyloxy)-4-methylocta-5,7-dien-2-yl)-2,2,3,3,6,8,13,13,14,14-decamethyl-4,12-dioxa-3,13-disilapentadecane
CAS No.:919298-84-3
Molecular Formula:C₄₂H₇₅IO₄Si₂
Molecular Weight:827.131
Hs Code.:

(5R,6S,8S,11R)-5-((S,Z)-4-iodobut-3-en-2-yl)-11-((2R,3S,4S,Z)-3-(4-methoxybenzyloxy)-4-methylocta-5,7-dien-2-yl)-2,2,3,3,6,8,13,13,14,14-decamethyl-4,12-dioxa-3,13-disilapentadecane

Synonyms:(5R,6S,8S,11R)-5-((S,Z)-4-iodobut-3-en-2-yl)-11-((2R,3S,4S,Z)-3-(4-methoxybenzyloxy)-4-methylocta-5,7-dien-2-yl)-2,2,3,3,6,8,13,13,14,14-decamethyl-4,12-dioxa-3,13-disilapentadecane

Suppliers and Price of (5R,6S,8S,11R)-5-((S,Z)-4-iodobut-3-en-2-yl)-11-((2R,3S,4S,Z)-3-(4-methoxybenzyloxy)-4-methylocta-5,7-dien-2-yl)-2,2,3,3,6,8,13,13,14,14-decamethyl-4,12-dioxa-3,13-disilapentadecane

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of (5R,6S,8S,11R)-5-((S,Z)-4-iodobut-3-en-2-yl)-11-((2R,3S,4S,Z)-3-(4-methoxybenzyloxy)-4-methylocta-5,7-dien-2-yl)-2,2,3,3,6,8,13,13,14,14-decamethyl-4,12-dioxa-3,13-disilapentadecane

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (5R,6S,8S,11R)-5-((S,Z)-4-iodobut-3-en-2-yl)-11-((2R,3S,4S,Z)-3-(4-methoxybenzyloxy)-4-methylocta-5,7-dien-2-yl)-2,2,3,3,6,8,13,13,14,14-decamethyl-4,12-dioxa-3,13-disilapentadecane

There total 50 articles about (5R,6S,8S,11R)-5-((S,Z)-4-iodobut-3-en-2-yl)-11-((2R,3S,4S,Z)-3-(4-methoxybenzyloxy)-4-methylocta-5,7-dien-2-yl)-2,2,3,3,6,8,13,13,14,14-decamethyl-4,12-dioxa-3,13-disilapentadecane 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: 75.0%

: 919298-97-8
(-)-(Z)-(2R,3R,4S,6S,9R,10R,11S,12S)-3,9-bis-(tert-butyldimethylsilanyloxy)-11-(4-methoxybenzyloxy)-2,4,6,10,12-pentamethylhexadeca-13,15-dienal

: 3020-28-8
(iodomethyl)triphenylphosphonium iodide

: 919298-84-3
(5R,6S,8S,11R)-5-((S,Z)-4-iodobut-3-en-2-yl)-11-((2R,3S,4S,Z)-3-(4-methoxybenzyloxy)-4-methylocta-5,7-dien-2-yl)-2,2,3,3,6,8,13,13,14,14-decamethyl-4,12-dioxa-3,13-disilapentadecane

Guidance literature:: With N,N,N,N,N,N-hexamethylphosphoric triamide; sodium hexamethyldisilazane; In tetrahydrofuran; toluene; at -78 - 20 ℃;
DOI:10.1021/ol062737k

Reference yield:

: 919298-77-4
1,3-bis(tert-butyldimethylsilyloxy)-5-iodo-2,4-dimethyl-pentane

: 919298-84-3
(5R,6S,8S,11R)-5-((S,Z)-4-iodobut-3-en-2-yl)-11-((2R,3S,4S,Z)-3-(4-methoxybenzyloxy)-4-methylocta-5,7-dien-2-yl)-2,2,3,3,6,8,13,13,14,14-decamethyl-4,12-dioxa-3,13-disilapentadecane

Guidance literature:: Multi-step reaction with 13 steps

1.1: 93 percent / LiCl; n-BuLi; diisopropylamine / tetrahydrofuran / 32 h / 0 - 20 °C

2.1: 91 percent / n-BuLi; diisopropylamine; BH₃*NH₃ / tetrahydrofuran; hexane / 0 - 20 °C

3.1: 100 percent / PPh₃; DEAD / tetrahydrofuran / 0 - 20 °C

4.1: 93 percent / NaHCO₃; m-CPBA / CH₂Cl₂ / 16 h / 20 °C

5.1: 80 percent / NaHMDS / dimethylformamide; toluene / -60 - 20 °C

6.1: 98 percent / H₂ / Pd/C / cyclohexane / 24 h / 25857.4 Torr

7.1: 99 percent / MgSO₄; PPTS / toluene / 72 h / 80 °C

8.1: DIBAL-H / CH₂Cl₂ / -78 - -45 °C

9.1: 97 percent / Dess-Martin periodinane; NaHCO₃ / CH₂Cl₂ / 1.5 h / 0 °C

10.1: CrCl₃ / tetrahydrofuran / 0 - 20 °C

10.2: 95 percent / KH / tetrahydrofuran / 2.5 h / 0 °C

11.1: 84 percent / p-TSA / methanol / 1.5 h / 0 °C

12.1: 94 percent / Dess-Martin periodinane; NaHCO₃ / CH₂Cl₂ / 1 h / 0 °C

13.1: 75 percent / NaHMDS; HMPA / tetrahydrofuran; toluene / -78 - 20 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; chromium chloride; n-butyllithium; borane-ammonia complex; hydrogen; sodium hexamethyldisilazane; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; sodium hydrogencarbonate; magnesium sulfate; Dess-Martin periodane; toluene-4-sulfonic acid; diisopropylamine; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; lithium chloride; diethylazodicarboxylate; palladium on activated charcoal; In tetrahydrofuran; methanol; hexane; dichloromethane; cyclohexane; N,N-dimethyl-formamide; toluene; 3.1: Mitsunobu reaction / 9.1: Dess-Martin oxidation / 12.1: Dess-Martin oxidation / 13.1: Wittig reaction;
DOI:10.1021/ol062737k

Reference yield:

: 5,6-bis-(tert-butyl-dimethyl-silanyloxy)-3-hydroxy-2,4-dimethyl-hexanal

: 919298-84-3
(5R,6S,8S,11R)-5-((S,Z)-4-iodobut-3-en-2-yl)-11-((2R,3S,4S,Z)-3-(4-methoxybenzyloxy)-4-methylocta-5,7-dien-2-yl)-2,2,3,3,6,8,13,13,14,14-decamethyl-4,12-dioxa-3,13-disilapentadecane

Guidance literature:: Multi-step reaction with 15 steps

1.1: NaBH₄

2.1: 95 percent / MgSO₄; PPTS / toluene / 72 h / 80 °C

3.1: 90 percent / DIBAL-H / CH₂Cl₂ / -78 - 0 °C

4.1: 98 percent / NaHMDS / tetrahydrofuran; dimethylformamide / 0 - 20 °C

5.1: 64 percent / p-TSA / methanol / 7 h / 0 - 20 °C

6.1: 96 percent / Dess-Martin periodinane; NaHCO₃ / CH₂Cl₂ / 1 h / 20 °C

7.1: 80 percent / NaHMDS / dimethylformamide; toluene / -60 - 20 °C

8.1: 98 percent / H₂ / Pd/C / cyclohexane / 24 h / 25857.4 Torr

9.1: 99 percent / MgSO₄; PPTS / toluene / 72 h / 80 °C

10.1: DIBAL-H / CH₂Cl₂ / -78 - -45 °C

11.1: 97 percent / Dess-Martin periodinane; NaHCO₃ / CH₂Cl₂ / 1.5 h / 0 °C

12.1: CrCl₃ / tetrahydrofuran / 0 - 20 °C

12.2: 95 percent / KH / tetrahydrofuran / 2.5 h / 0 °C

13.1: 84 percent / p-TSA / methanol / 1.5 h / 0 °C

14.1: 94 percent / Dess-Martin periodinane; NaHCO₃ / CH₂Cl₂ / 1 h / 0 °C

15.1: 75 percent / NaHMDS; HMPA / tetrahydrofuran; toluene / -78 - 20 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; chromium chloride; sodium tetrahydroborate; hydrogen; sodium hexamethyldisilazane; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; sodium hydrogencarbonate; magnesium sulfate; Dess-Martin periodane; toluene-4-sulfonic acid; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; cyclohexane; N,N-dimethyl-formamide; toluene; 6.1: Dess-Martin oxidation / 11.1: Dess-Martin oxidation / 14.1: Dess-Martin oxidation / 15.1: Wittig reaction;
DOI:10.1021/ol062737k