{(E)-(1R,2R)-2-(tert-Butyl-dimethyl-silanyloxy)-5-iodo-1-[(R)-1-(4-methoxy-benzyloxymethoxy)-ethyl]-2-methyl-pent-4-enyloxy}-acetic acid tert-butyl ester

Base Information

Chemical Name:{(E)-(1R,2R)-2-(tert-Butyl-dimethyl-silanyloxy)-5-iodo-1-[(R)-1-(4-methoxy-benzyloxymethoxy)-ethyl]-2-methyl-pent-4-enyloxy}-acetic acid tert-butyl ester
CAS No.:136683-83-5
Molecular Formula:C₂₉H₄₉IO₇Si
Molecular Weight:664.694
Hs Code.:

{(E)-(1R,2R)-2-(tert-Butyl-dimethyl-silanyloxy)-5-iodo-1-[(R)-1-(4-methoxy-benzyloxymethoxy)-ethyl]-2-methyl-pent-4-enyloxy}-acetic acid tert-butyl ester

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Chemical Property of {(E)-(1R,2R)-2-(tert-Butyl-dimethyl-silanyloxy)-5-iodo-1-[(R)-1-(4-methoxy-benzyloxymethoxy)-ethyl]-2-methyl-pent-4-enyloxy}-acetic acid tert-butyl ester

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Technology Process of {(E)-(1R,2R)-2-(tert-Butyl-dimethyl-silanyloxy)-5-iodo-1-[(R)-1-(4-methoxy-benzyloxymethoxy)-ethyl]-2-methyl-pent-4-enyloxy}-acetic acid tert-butyl ester

There total 7 articles about {(E)-(1R,2R)-2-(tert-Butyl-dimethyl-silanyloxy)-5-iodo-1-[(R)-1-(4-methoxy-benzyloxymethoxy)-ethyl]-2-methyl-pent-4-enyloxy}-acetic acid tert-butyl ester 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:

: 88023-78-3
para-methoxybenzyl chloride

: 136683-83-5
{(E)-(1R,2R)-2-(tert-Butyl-dimethyl-silanyloxy)-5-iodo-1-[(R)-1-(4-methoxy-benzyloxymethoxy)-ethyl]-2-methyl-pent-4-enyloxy}-acetic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 100 percent / i-Pr₂NEt / CH₂Cl₂

2: 52 percent / LiBH₄ / tetrahydrofuran / -10 °C

3: 50percent NaOH, n-Bu₄NHSO₄ / benzene / 10 °C

4: 1) O₃, 2) Me₂S / 1) MeOH, CH₂Cl₂, -78 deg C, 2) -78 deg C to 25 deg C

5: t-BuLi, ZnCl₂ / diethyl ether / -78 - -15 °C

6: n-Bu₄NF / tetrahydrofuran

With sodium hydroxide; lithium borohydride; dimethylsulfide; tetrabutyl ammonium fluoride; tert.-butyl lithium; tetra(n-butyl)ammonium hydrogensulfate; ozone; N-ethyl-N,N-diisopropylamine; zinc(II) chloride; In tetrahydrofuran; diethyl ether; dichloromethane; benzene;
DOI:10.1016/0040-4039(91)80599-2

Reference yield:

: 136683-79-9
(3S,4R)-4-(4-Methoxy-benzyloxymethoxy)-2-methyl-pent-1-en-3-ol

: 136683-83-5
{(E)-(1R,2R)-2-(tert-Butyl-dimethyl-silanyloxy)-5-iodo-1-[(R)-1-(4-methoxy-benzyloxymethoxy)-ethyl]-2-methyl-pent-4-enyloxy}-acetic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 50percent NaOH, n-Bu₄NHSO₄ / benzene / 10 °C

2: 1) O₃, 2) Me₂S / 1) MeOH, CH₂Cl₂, -78 deg C, 2) -78 deg C to 25 deg C

3: t-BuLi, ZnCl₂ / diethyl ether / -78 - -15 °C

4: n-Bu₄NF / tetrahydrofuran

With sodium hydroxide; dimethylsulfide; tetrabutyl ammonium fluoride; tert.-butyl lithium; tetra(n-butyl)ammonium hydrogensulfate; ozone; zinc(II) chloride; In tetrahydrofuran; diethyl ether; benzene;
DOI:10.1016/0040-4039(91)80599-2

Reference yield:

: 136683-78-8
(R)-i-butyl lactate (p-methoxyphenyl)methoxymethyl ether

: 136683-83-5
{(E)-(1R,2R)-2-(tert-Butyl-dimethyl-silanyloxy)-5-iodo-1-[(R)-1-(4-methoxy-benzyloxymethoxy)-ethyl]-2-methyl-pent-4-enyloxy}-acetic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 52 percent / LiBH₄ / tetrahydrofuran / -10 °C

2: 50percent NaOH, n-Bu₄NHSO₄ / benzene / 10 °C

3: 1) O₃, 2) Me₂S / 1) MeOH, CH₂Cl₂, -78 deg C, 2) -78 deg C to 25 deg C

4: t-BuLi, ZnCl₂ / diethyl ether / -78 - -15 °C

5: n-Bu₄NF / tetrahydrofuran

With sodium hydroxide; lithium borohydride; dimethylsulfide; tetrabutyl ammonium fluoride; tert.-butyl lithium; tetra(n-butyl)ammonium hydrogensulfate; ozone; zinc(II) chloride; In tetrahydrofuran; diethyl ether; benzene;
DOI:10.1016/0040-4039(91)80599-2