(3S)-3-((tert-butyldimethylsilyl)oxy)-3,7-dimethyl-1-[2'-((2''-(trimethylsilyl)ethoxy)methoxy)-5'-(((2''-(trimethylsilyl)ethoxy)methoxy)methyl)phenyl]oct-6-en-1-ol

Base Information

Chemical Name:(3S)-3-((tert-butyldimethylsilyl)oxy)-3,7-dimethyl-1-[2'-((2''-(trimethylsilyl)ethoxy)methoxy)-5'-(((2''-(trimethylsilyl)ethoxy)methoxy)methyl)phenyl]oct-6-en-1-ol
CAS No.:1326774-95-1
Molecular Formula:C₃₅H₆₈O₆Si₃
Molecular Weight:669.178
Hs Code.:

(3S)-3-((tert-butyldimethylsilyl)oxy)-3,7-dimethyl-1-[2'-((2''-(trimethylsilyl)ethoxy)methoxy)-5'-(((2''-(trimethylsilyl)ethoxy)methoxy)methyl)phenyl]oct-6-en-1-ol

Synonyms:(3S)-3-((tert-butyldimethylsilyl)oxy)-3,7-dimethyl-1-[2'-((2''-(trimethylsilyl)ethoxy)methoxy)-5'-(((2''-(trimethylsilyl)ethoxy)methoxy)methyl)phenyl]oct-6-en-1-ol

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Chemical Property of (3S)-3-((tert-butyldimethylsilyl)oxy)-3,7-dimethyl-1-[2'-((2''-(trimethylsilyl)ethoxy)methoxy)-5'-(((2''-(trimethylsilyl)ethoxy)methoxy)methyl)phenyl]oct-6-en-1-ol

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Technology Process of (3S)-3-((tert-butyldimethylsilyl)oxy)-3,7-dimethyl-1-[2'-((2''-(trimethylsilyl)ethoxy)methoxy)-5'-(((2''-(trimethylsilyl)ethoxy)methoxy)methyl)phenyl]oct-6-en-1-ol

There total 9 articles about (3S)-3-((tert-butyldimethylsilyl)oxy)-3,7-dimethyl-1-[2'-((2''-(trimethylsilyl)ethoxy)methoxy)-5'-(((2''-(trimethylsilyl)ethoxy)methoxy)methyl)phenyl]oct-6-en-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: 64.0%

: 888481-18-3
(3S)-3-(tert-butyl-dimethyl-silanyloxy)-3,7-dimethyl-oct-6-enal

: 1326775-04-5
(2-((2'-bromo-4'-(((2''-(trimethylsilyl)ethoxy)methoxy)methyl)phenoxy)methoxy)ethyl)trimethylsilane

: 1326774-95-1
(3S)-3-((tert-butyldimethylsilyl)oxy)-3,7-dimethyl-1-[2'-((2''-(trimethylsilyl)ethoxy)methoxy)-5'-(((2''-(trimethylsilyl)ethoxy)methoxy)methyl)phenyl]oct-6-en-1-ol

Guidance literature:: (3S)-3-(tert-butyl-dimethyl-silanyloxy)-3,7-dimethyl-oct-6-enal; (2-((2'-bromo-4'-(((2''-(trimethylsilyl)ethoxy)methoxy)methyl)phenoxy)methoxy)ethyl)trimethylsilane; With tert.-butyl lithium; In tetrahydrofuran; at -78 ℃; for 2h; Inert atmosphere;

With ammonium chloride; In tetrahydrofuran; water; at -78 ℃;
DOI:10.1016/j.tet.2011.06.015

Reference yield:

: 888481-17-2
(3S)-3-((tert-butyldimethylsilanyl)oxy)-3,7-dimethyloct-6-en-1-ol

: 1326774-95-1
(3S)-3-((tert-butyldimethylsilyl)oxy)-3,7-dimethyl-1-[2'-((2''-(trimethylsilyl)ethoxy)methoxy)-5'-(((2''-(trimethylsilyl)ethoxy)methoxy)methyl)phenyl]oct-6-en-1-ol

Guidance literature:: Multi-step reaction with 2 steps

1.1: sulfur trioxide pyridine complex; dimethyl sulfoxide; triethylamine / 3 h / 20 °C

2.1: tert.-butyl lithium / tetrahydrofuran / 2 h / -78 °C / Inert atmosphere

2.2: -78 °C

With tert.-butyl lithium; sulfur trioxide pyridine complex; dimethyl sulfoxide; triethylamine; In tetrahydrofuran;
DOI:10.1016/j.tet.2011.06.015

Reference yield:

: 106-24-1
Geraniol

: 1326774-95-1
(3S)-3-((tert-butyldimethylsilyl)oxy)-3,7-dimethyl-1-[2'-((2''-(trimethylsilyl)ethoxy)methoxy)-5'-(((2''-(trimethylsilyl)ethoxy)methoxy)methyl)phenyl]oct-6-en-1-ol

Guidance literature:: Multi-step reaction with 6 steps

1.1: titanium(IV) isopropylate; tert.-butylhydroperoxide; L-(+)-diisopropyl tartrate / dichloromethane / 4 h / -23 - -20 °C / Molecular sieve

2.1: sodium bis(2-methoxyethoxy)aluminium dihydride / tetrahydrofuran / 4 h / 0 - 20 °C

3.1: 2,6-dimethylpyridine / 12 h / 0 - 20 °C

4.1: toluene-4-sulfonic acid / methanol / 0.5 h / 0 °C

5.1: sulfur trioxide pyridine complex; dimethyl sulfoxide; triethylamine / 3 h / 20 °C

6.1: tert.-butyl lithium / tetrahydrofuran / 2 h / -78 °C / Inert atmosphere

6.2: -78 °C

With 2,6-dimethylpyridine; titanium(IV) isopropylate; tert.-butylhydroperoxide; L-(+)-diisopropyl tartrate; tert.-butyl lithium; sulfur trioxide pyridine complex; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine; sodium bis(2-methoxyethoxy)aluminium dihydride; In tetrahydrofuran; methanol; dichloromethane; 1.1: Sharpless epoxidation;
DOI:10.1016/j.tet.2011.06.015