[(1S,2R,5S)-1-((R)-2-Benzyloxy-1-methyl-ethyl)-5-(4-methoxy-benzyloxy)-2,7-dimethyl-oct-7-enyloxy]-tert-butyl-dimethyl-silane

Base Information

Chemical Name:[(1S,2R,5S)-1-((R)-2-Benzyloxy-1-methyl-ethyl)-5-(4-methoxy-benzyloxy)-2,7-dimethyl-oct-7-enyloxy]-tert-butyl-dimethyl-silane
CAS No.:862096-22-8
Molecular Formula:C₃₄H₅₄O₄Si
Molecular Weight:554.886
Hs Code.:

Synonyms:[(1S,2R,5S)-1-((R)-2-Benzyloxy-1-methyl-ethyl)-5-(4-methoxy-benzyloxy)-2,7-dimethyl-oct-7-enyloxy]-tert-butyl-dimethyl-silane

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Chemical Property of [(1S,2R,5S)-1-((R)-2-Benzyloxy-1-methyl-ethyl)-5-(4-methoxy-benzyloxy)-2,7-dimethyl-oct-7-enyloxy]-tert-butyl-dimethyl-silane

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Technology Process of [(1S,2R,5S)-1-((R)-2-Benzyloxy-1-methyl-ethyl)-5-(4-methoxy-benzyloxy)-2,7-dimethyl-oct-7-enyloxy]-tert-butyl-dimethyl-silane

There total 9 articles about [(1S,2R,5S)-1-((R)-2-Benzyloxy-1-methyl-ethyl)-5-(4-methoxy-benzyloxy)-2,7-dimethyl-oct-7-enyloxy]-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: 91.0%

: 862096-08-0
(4S,7R,8S,9R)-10-Benzyloxy-8-(tert-butyl-dimethyl-silanyloxy)-2,7,9-trimethyl-dec-1-en-4-ol

: 2746-25-0
p-Methoxybenzyl bromide

: 862096-22-8
[(1S,2R,5S)-1-((R)-2-Benzyloxy-1-methyl-ethyl)-5-(4-methoxy-benzyloxy)-2,7-dimethyl-oct-7-enyloxy]-tert-butyl-dimethyl-silane

Guidance literature:: With sodium hydride; potassium iodide; In tetrahydrofuran; at 0 ℃; for 6h;
DOI:10.1016/j.tetlet.2005.04.146

Reference yield:

: 69739-34-0
t-butyldimethylsiyl triflate

: 862096-22-8
[(1S,2R,5S)-1-((R)-2-Benzyloxy-1-methyl-ethyl)-5-(4-methoxy-benzyloxy)-2,7-dimethyl-oct-7-enyloxy]-tert-butyl-dimethyl-silane

Guidance literature:: Multi-step reaction with 4 steps

1: 83 percent / Et₃N / CH₂Cl₂ / 1 h / -30 - 0 °C

2: Rh(CO)2(acac); P(OPh)3; H₂

3: (R)-(+)-1,1'-bi-2-naphthol; titanium isopropoxide; 4 Angstroem MS / CH₂Cl₂ / 120 h / -20 °C

4: 91 percent / NaH; KI / tetrahydrofuran / 6 h / 0 °C

With titanium(IV) isopropylate; triphenyl phosphite; acetylacetonatodicarbonylrhodium(l); 4 Angstroem MS; hydrogen; (R)-1,1'-Bi-2-naphthol; sodium hydride; triethylamine; potassium iodide; In tetrahydrofuran; dichloromethane;
DOI:10.1016/j.tetlet.2005.04.146

Reference yield:

: 79026-61-2
(R)-3-benzyloxy-2-methylpropanal

: 862096-22-8
[(1S,2R,5S)-1-((R)-2-Benzyloxy-1-methyl-ethyl)-5-(4-methoxy-benzyloxy)-2,7-dimethyl-oct-7-enyloxy]-tert-butyl-dimethyl-silane

Guidance literature:: Multi-step reaction with 5 steps

1: 80 percent / TiCl₄ / 2.5 h / -90 °C

2: 83 percent / Et₃N / CH₂Cl₂ / 1 h / -30 - 0 °C

3: Rh(CO)2(acac); P(OPh)3; H₂

4: (R)-(+)-1,1'-bi-2-naphthol; titanium isopropoxide; 4 Angstroem MS / CH₂Cl₂ / 120 h / -20 °C

5: 91 percent / NaH; KI / tetrahydrofuran / 6 h / 0 °C

With titanium(IV) isopropylate; triphenyl phosphite; acetylacetonatodicarbonylrhodium(l); 4 Angstroem MS; hydrogen; (R)-1,1'-Bi-2-naphthol; titanium tetrachloride; sodium hydride; triethylamine; potassium iodide; In tetrahydrofuran; dichloromethane;
DOI:10.1016/j.tetlet.2005.04.146