1-{(Z)-(1S,2R)-1-[(1R,2R)-2-(tert-Butyl-dimethyl-silanyloxy)-1-methyl-butyl]-2-methyl-3-trimethylsilanyloxy-pent-3-enyloxymethyl}-4-methoxy-benzene

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Chemical Name:1-{(Z)-(1S,2R)-1-[(1R,2R)-2-(tert-Butyl-dimethyl-silanyloxy)-1-methyl-butyl]-2-methyl-3-trimethylsilanyloxy-pent-3-enyloxymethyl}-4-methoxy-benzene
CAS No.:186489-76-9
Molecular Formula:C₂₈H₅₂O₄Si₂
Molecular Weight:508.889
Hs Code.:

Synonyms:1-{(Z)-(1S,2R)-1-[(1R,2R)-2-(tert-Butyl-dimethyl-silanyloxy)-1-methyl-butyl]-2-methyl-3-trimethylsilanyloxy-pent-3-enyloxymethyl}-4-methoxy-benzene

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Chemical Property of 1-{(Z)-(1S,2R)-1-[(1R,2R)-2-(tert-Butyl-dimethyl-silanyloxy)-1-methyl-butyl]-2-methyl-3-trimethylsilanyloxy-pent-3-enyloxymethyl}-4-methoxy-benzene

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Technology Process of 1-{(Z)-(1S,2R)-1-[(1R,2R)-2-(tert-Butyl-dimethyl-silanyloxy)-1-methyl-butyl]-2-methyl-3-trimethylsilanyloxy-pent-3-enyloxymethyl}-4-methoxy-benzene

There total 8 articles about 1-{(Z)-(1S,2R)-1-[(1R,2R)-2-(tert-Butyl-dimethyl-silanyloxy)-1-methyl-butyl]-2-methyl-3-trimethylsilanyloxy-pent-3-enyloxymethyl}-4-methoxy-benzene 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:

: 69739-34-0
t-butyldimethylsiyl triflate

: 186489-76-9
1-{(Z)-(1S,2R)-1-[(1R,2R)-2-(tert-Butyl-dimethyl-silanyloxy)-1-methyl-butyl]-2-methyl-3-trimethylsilanyloxy-pent-3-enyloxymethyl}-4-methoxy-benzene

Guidance literature:: Multi-step reaction with 5 steps

1: 100 percent / 2,6-lutidine / CH₂Cl₂ / 1 h / -5 °C

2: 1.) AlMe₃ / 1.) CH₂Cl₂, toluene, RT, 30 min, 2.) CH₂Cl₂, toluene, -14 deg C, 9 h

3: 86 percent / diethyl ether / a) 0 deg C, 3 h, b) RT, 2 h

4: 56 percent / triflic acid / diethyl ether / Ambient temperature

5: 1.) diphenyltetramethyldisilazine, n-BuLi, 2.) 2,6-lutidine / 1.) THF, hexane, -78 deg C, 20 min, 2.) THF, hexane, a) 0 deg C, 1 h, b) RT, 8 h

With 2,6-dimethylpyridine; n-butyllithium; trifluorormethanesulfonic acid; diphenyltetramethyldisilazine; trimethylaluminum; In diethyl ether; dichloromethane;
DOI:10.1021/ja9806128

Reference yield:

: 101712-01-0,141423-22-5,141423-21-4
(R)-1-((R)-4-benzyl-2-oxooxazolidin-3-yl)-2-methylpentane-1,3-dione

: 186489-76-9
1-{(Z)-(1S,2R)-1-[(1R,2R)-2-(tert-Butyl-dimethyl-silanyloxy)-1-methyl-butyl]-2-methyl-3-trimethylsilanyloxy-pent-3-enyloxymethyl}-4-methoxy-benzene

Guidance literature:: Multi-step reaction with 7 steps

1: 1.) Sn(OTf)2, Et₃N / 1.) CH₂Cl₂, -20 deg C, 1 h, 2.) CH₂Cl₂, -78 deg C, 1 h

2: 100 percent / NaBH₄, AcOH / 0.5 h / Ambient temperature

3: 100 percent / 2,6-lutidine / CH₂Cl₂ / 1 h / -5 °C

4: 1.) AlMe₃ / 1.) CH₂Cl₂, toluene, RT, 30 min, 2.) CH₂Cl₂, toluene, -14 deg C, 9 h

5: 86 percent / diethyl ether / a) 0 deg C, 3 h, b) RT, 2 h

6: 56 percent / triflic acid / diethyl ether / Ambient temperature

7: 1.) diphenyltetramethyldisilazine, n-BuLi, 2.) 2,6-lutidine / 1.) THF, hexane, -78 deg C, 20 min, 2.) THF, hexane, a) 0 deg C, 1 h, b) RT, 8 h

With 2,6-dimethylpyridine; sodium tetrahydroborate; tin(II) trifluoromethanesulfonate; n-butyllithium; trifluorormethanesulfonic acid; diphenyltetramethyldisilazine; trimethylaluminum; acetic acid; triethylamine; In diethyl ether; dichloromethane;
DOI:10.1021/ja9806128

Reference yield:

: 186489-73-6
(R)-4-Benzyl-3-[(2R,3S,4R,5R)-5-(tert-butyl-dimethyl-silanyloxy)-3-hydroxy-2,4-dimethyl-heptanoyl]-oxazolidin-2-one

: 186489-76-9
1-{(Z)-(1S,2R)-1-[(1R,2R)-2-(tert-Butyl-dimethyl-silanyloxy)-1-methyl-butyl]-2-methyl-3-trimethylsilanyloxy-pent-3-enyloxymethyl}-4-methoxy-benzene

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) AlMe₃ / 1.) CH₂Cl₂, toluene, RT, 30 min, 2.) CH₂Cl₂, toluene, -14 deg C, 9 h

2: 86 percent / diethyl ether / a) 0 deg C, 3 h, b) RT, 2 h

3: 56 percent / triflic acid / diethyl ether / Ambient temperature

4: 1.) diphenyltetramethyldisilazine, n-BuLi, 2.) 2,6-lutidine / 1.) THF, hexane, -78 deg C, 20 min, 2.) THF, hexane, a) 0 deg C, 1 h, b) RT, 8 h

With 2,6-dimethylpyridine; n-butyllithium; trifluorormethanesulfonic acid; diphenyltetramethyldisilazine; trimethylaluminum; In diethyl ether;
DOI:10.1021/ja9806128