{2-[(4R,5S)-5-((3E,7E)-9-Benzyloxy-3,7-dimethyl-nona-3,7-dienyl)-2,2,4-trimethyl-[1,3]dioxolan-4-yl]-ethoxy}-tert-butyl-dimethyl-silane

Base Information

Chemical Name:{2-[(4R,5S)-5-((3E,7E)-9-Benzyloxy-3,7-dimethyl-nona-3,7-dienyl)-2,2,4-trimethyl-[1,3]dioxolan-4-yl]-ethoxy}-tert-butyl-dimethyl-silane
CAS No.:733010-82-7
Molecular Formula:C₃₂H₅₄O₄Si
Molecular Weight:530.864
Hs Code.:

Synonyms:{2-[(4R,5S)-5-((3E,7E)-9-Benzyloxy-3,7-dimethyl-nona-3,7-dienyl)-2,2,4-trimethyl-[1,3]dioxolan-4-yl]-ethoxy}-tert-butyl-dimethyl-silane

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Chemical Property of {2-[(4R,5S)-5-((3E,7E)-9-Benzyloxy-3,7-dimethyl-nona-3,7-dienyl)-2,2,4-trimethyl-[1,3]dioxolan-4-yl]-ethoxy}-tert-butyl-dimethyl-silane

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Technology Process of {2-[(4R,5S)-5-((3E,7E)-9-Benzyloxy-3,7-dimethyl-nona-3,7-dienyl)-2,2,4-trimethyl-[1,3]dioxolan-4-yl]-ethoxy}-tert-butyl-dimethyl-silane

There total 8 articles about {2-[(4R,5S)-5-((3E,7E)-9-Benzyloxy-3,7-dimethyl-nona-3,7-dienyl)-2,2,4-trimethyl-[1,3]dioxolan-4-yl]-ethoxy}-tert-butyl-dimethyl-silane 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: 96.1%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 733010-81-6
2-[(4R,5S)-5-((3E,7E)-9-Benzyloxy-3,7-dimethyl-nona-3,7-dienyl)-2,2,4-trimethyl-[1,3]dioxolan-4-yl]-ethanol

: 733010-82-7
{2-[(4R,5S)-5-((3E,7E)-9-Benzyloxy-3,7-dimethyl-nona-3,7-dienyl)-2,2,4-trimethyl-[1,3]dioxolan-4-yl]-ethoxy}-tert-butyl-dimethyl-silane

Guidance literature:: With dmap; triethylamine; In dichloromethane;
DOI:10.1016/j.tetlet.2004.04.139

Reference yield:

: 71135-48-3
(2E,6E,10E)-1-Benzyloxy-3,7,11-trimethyldodeca-2,6,10-trien-12-ol

: 733010-82-7
{2-[(4R,5S)-5-((3E,7E)-9-Benzyloxy-3,7-dimethyl-nona-3,7-dienyl)-2,2,4-trimethyl-[1,3]dioxolan-4-yl]-ethoxy}-tert-butyl-dimethyl-silane

Guidance literature:: Multi-step reaction with 8 steps

1.1: 4 Angstroem molecular sieves; L-(+)DIPT; Ti(O-i-Pr)4 / TBHP / CH₂Cl₂

1.2: PPh₃; I₂; H₂O / pyridine / acetonitrile; diethyl ether

2.1: 4 Angstroem molecular sieves; L-(+)DIPT; Ti(O-i-Pr)4 / TBHP / CH₂Cl₂

3.1: 97.5 percent / PPTS / CH₂Cl₂

4.1: 92.1 percent / LiClO₄ / acetonitrile

5.1: 95.6 percent / PTS / methanol

6.1: 97.3 percent / PPTS / CH₂Cl₂

7.1: DIBAL-H / toluene / -78 °C

7.2: 87.9 percent / NaBH₄ / methanol

8.1: 96.1 percent / DMAP; Et₃N / CH₂Cl₂

With titanium(IV) isopropylate; dmap; L-(+)-diisopropyl tartrate; 4 A molecular sieve; lithium perchlorate; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; triethylamine; tert.-butylhydroperoxide; In methanol; dichloromethane; toluene; acetonitrile; 1.1: Sharpless asymmetric epoxidation / 2.1: Sharpless asymmetric epoxidation;
DOI:10.1016/j.tetlet.2004.04.139

Reference yield:

: 733010-74-7
(6E,10E)-(S)-12-Benzyloxy-2,6,10-trimethyl-dodeca-1,6,10-trien-3-ol

: 733010-82-7
{2-[(4R,5S)-5-((3E,7E)-9-Benzyloxy-3,7-dimethyl-nona-3,7-dienyl)-2,2,4-trimethyl-[1,3]dioxolan-4-yl]-ethoxy}-tert-butyl-dimethyl-silane

Guidance literature:: Multi-step reaction with 7 steps

1.1: 4 Angstroem molecular sieves; L-(+)DIPT; Ti(O-i-Pr)4 / TBHP / CH₂Cl₂

2.1: 97.5 percent / PPTS / CH₂Cl₂

3.1: 92.1 percent / LiClO₄ / acetonitrile

4.1: 95.6 percent / PTS / methanol

5.1: 97.3 percent / PPTS / CH₂Cl₂

6.1: DIBAL-H / toluene / -78 °C

6.2: 87.9 percent / NaBH₄ / methanol

7.1: 96.1 percent / DMAP; Et₃N / CH₂Cl₂

With titanium(IV) isopropylate; dmap; L-(+)-diisopropyl tartrate; 4 A molecular sieve; lithium perchlorate; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; triethylamine; tert.-butylhydroperoxide; In methanol; dichloromethane; toluene; acetonitrile; 1.1: Sharpless asymmetric epoxidation;
DOI:10.1016/j.tetlet.2004.04.139