[(Z)-(1S,2R)-1-((R)-2-Benzyloxy-1-methyl-ethyl)-5-iodo-2,4-dimethyl-pent-3-enyloxy]-tert-butyl-dimethyl-silane

Base Information

Chemical Name:[(Z)-(1S,2R)-1-((R)-2-Benzyloxy-1-methyl-ethyl)-5-iodo-2,4-dimethyl-pent-3-enyloxy]-tert-butyl-dimethyl-silane
CAS No.:157275-15-5
Molecular Formula:C₂₃H₃₉IO₂Si
Molecular Weight:502.551
Hs Code.:

Synonyms:[(Z)-(1S,2R)-1-((R)-2-Benzyloxy-1-methyl-ethyl)-5-iodo-2,4-dimethyl-pent-3-enyloxy]-tert-butyl-dimethyl-silane

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Chemical Property of [(Z)-(1S,2R)-1-((R)-2-Benzyloxy-1-methyl-ethyl)-5-iodo-2,4-dimethyl-pent-3-enyloxy]-tert-butyl-dimethyl-silane

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Technology Process of [(Z)-(1S,2R)-1-((R)-2-Benzyloxy-1-methyl-ethyl)-5-iodo-2,4-dimethyl-pent-3-enyloxy]-tert-butyl-dimethyl-silane

There total 10 articles about [(Z)-(1S,2R)-1-((R)-2-Benzyloxy-1-methyl-ethyl)-5-iodo-2,4-dimethyl-pent-3-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:

: 157275-11-1
(Z)-(4R,5S,6R)-7-Benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-2,4,6-trimethyl-hept-2-en-1-ol

: 157275-15-5
[(Z)-(1S,2R)-1-((R)-2-Benzyloxy-1-methyl-ethyl)-5-iodo-2,4-dimethyl-pent-3-enyloxy]-tert-butyl-dimethyl-silane

Guidance literature:: With triphenyl phosphite; methyl iodide; In N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(00)77155-3

Reference yield:

: 63930-46-1
(S)-3-benzyloxy-2-methylpropan-1-ol

: 157275-15-5
[(Z)-(1S,2R)-1-((R)-2-Benzyloxy-1-methyl-ethyl)-5-iodo-2,4-dimethyl-pent-3-enyloxy]-tert-butyl-dimethyl-silane

Guidance literature:: Multi-step reaction with 9 steps

1: oxalyl chloride, DMSO, TEA / CH₂Cl₂

2: 1.) TiCl₄, 2.) TsOH / 1.) CH₂Cl₂, -78 deg C, 2.) toluene

3: NaBH₄, CeCl₃

4: TsOH / tetrahydrofuran; H₂O

5: LiBH₄ / tetrahydrofuran

6: TEA, DMAP / CH₂Cl₂

7: TEA / CH₂Cl₂

8: LAH

9: (PhO)3P, MeI / dimethylformamide

With triphenyl phosphite; dmap; sodium tetrahydroborate; lithium aluminium tetrahydride; lithium borohydride; cerium(III) chloride; oxalyl dichloride; TEA; titanium tetrachloride; toluene-4-sulfonic acid; dimethyl sulfoxide; methyl iodide; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(00)77155-3

Reference yield:

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

: 157275-15-5
[(Z)-(1S,2R)-1-((R)-2-Benzyloxy-1-methyl-ethyl)-5-iodo-2,4-dimethyl-pent-3-enyloxy]-tert-butyl-dimethyl-silane

Guidance literature:: Multi-step reaction with 8 steps

1: 1.) TiCl₄, 2.) TsOH / 1.) CH₂Cl₂, -78 deg C, 2.) toluene

2: NaBH₄, CeCl₃

3: TsOH / tetrahydrofuran; H₂O

4: LiBH₄ / tetrahydrofuran

5: TEA, DMAP / CH₂Cl₂

6: TEA / CH₂Cl₂

7: LAH

8: (PhO)3P, MeI / dimethylformamide

With triphenyl phosphite; dmap; sodium tetrahydroborate; lithium aluminium tetrahydride; lithium borohydride; cerium(III) chloride; TEA; titanium tetrachloride; toluene-4-sulfonic acid; methyl iodide; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(00)77155-3