(E)-(S)-4-Benzyloxy-4-{(4R,5S)-5-[(R)-2-(tert-butyl-dimethyl-silanyloxy)-1-(4-methoxy-benzyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-but-2-enoic acid tert-butyl ester

Base Information

Chemical Name:(E)-(S)-4-Benzyloxy-4-{(4R,5S)-5-[(R)-2-(tert-butyl-dimethyl-silanyloxy)-1-(4-methoxy-benzyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-but-2-enoic acid tert-butyl ester
CAS No.:182411-34-3
Molecular Formula:C₃₆H₅₄O₈Si
Molecular Weight:642.905
Hs Code.:

(E)-(S)-4-Benzyloxy-4-{(4R,5S)-5-[(R)-2-(tert-butyl-dimethyl-silanyloxy)-1-(4-methoxy-benzyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-but-2-enoic acid tert-butyl ester

Synonyms:(E)-(S)-4-Benzyloxy-4-{(4R,5S)-5-[(R)-2-(tert-butyl-dimethyl-silanyloxy)-1-(4-methoxy-benzyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-but-2-enoic acid tert-butyl ester

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Chemical Property of (E)-(S)-4-Benzyloxy-4-{(4R,5S)-5-[(R)-2-(tert-butyl-dimethyl-silanyloxy)-1-(4-methoxy-benzyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-but-2-enoic acid tert-butyl ester

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Technology Process of (E)-(S)-4-Benzyloxy-4-{(4R,5S)-5-[(R)-2-(tert-butyl-dimethyl-silanyloxy)-1-(4-methoxy-benzyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-but-2-enoic acid tert-butyl ester

There total 6 articles about (E)-(S)-4-Benzyloxy-4-{(4R,5S)-5-[(R)-2-(tert-butyl-dimethyl-silanyloxy)-1-(4-methoxy-benzyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-but-2-enoic 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: 69.0%

: 89238-99-3
O-(4-methoxybenzyl)-trichloroacetimidate

: 182411-32-1
(E)-(S)-4-Benzyloxy-4-{(4R,5S)-5-[(R)-2-(tert-butyl-dimethyl-silanyloxy)-1-hydroxy-ethyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-but-2-enoic acid tert-butyl ester

: 182411-34-3
(E)-(S)-4-Benzyloxy-4-{(4R,5S)-5-[(R)-2-(tert-butyl-dimethyl-silanyloxy)-1-(4-methoxy-benzyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-but-2-enoic acid tert-butyl ester

Guidance literature:: With trifluorormethanesulfonic acid; In diethyl ether; Ambient temperature;
DOI:10.1016/0040-4020(96)00700-4

Reference yield:

: 86302-43-4,35000-38-5
(tert-Butoxycarbonylmethylene)triphenylphosphorane

: 182411-34-3
(E)-(S)-4-Benzyloxy-4-{(4R,5S)-5-[(R)-2-(tert-butyl-dimethyl-silanyloxy)-1-(4-methoxy-benzyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-but-2-enoic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 67 percent / benzene / 6 h / Heating

2: 69 percent / TfOH / diethyl ether / Ambient temperature

With trifluorormethanesulfonic acid; In diethyl ether; benzene;
DOI:10.1016/0040-4020(96)00700-4

Reference yield:

: 100-39-0
benzyl bromide

: 182411-34-3
(E)-(S)-4-Benzyloxy-4-{(4R,5S)-5-[(R)-2-(tert-butyl-dimethyl-silanyloxy)-1-(4-methoxy-benzyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-but-2-enoic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 97 percent / NaH / tetrahydrofuran / 15 h / Ambient temperature

2: 1.) (PPh₃)3RhCl, (i-Pr)2NEt, 2.) HgO, HgCl₂ / 1.) EtOH, reflux, 3 h, 2.) acetone, water, RT, 30 min

3: 67 percent / benzene / 6 h / Heating

4: 69 percent / TfOH / diethyl ether / Ambient temperature

With Wilkinson's catalyst; trifluorormethanesulfonic acid; sodium hydride; N-ethyl-N,N-diisopropylamine; mercury dichloride; mercury(II) oxide; In tetrahydrofuran; diethyl ether; benzene;
DOI:10.1016/0040-4020(96)00700-4