(1S,2R)-1-(3-{[tert-butyl(dimethyl)silyl]oxy}-4-methoxyphenyl)-2-(3,4,5-trimethoxyphenyl)-1,2-ethanediol

Base Information

Chemical Name:(1S,2R)-1-(3-{[tert-butyl(dimethyl)silyl]oxy}-4-methoxyphenyl)-2-(3,4,5-trimethoxyphenyl)-1,2-ethanediol
CAS No.:852990-34-2
Molecular Formula:C₂₄H₃₆O₇Si
Molecular Weight:464.631
Hs Code.:

Synonyms:(1S,2R)-1-(3-{[tert-butyl(dimethyl)silyl]oxy}-4-methoxyphenyl)-2-(3,4,5-trimethoxyphenyl)-1,2-ethanediol

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Chemical Property of (1S,2R)-1-(3-{[tert-butyl(dimethyl)silyl]oxy}-4-methoxyphenyl)-2-(3,4,5-trimethoxyphenyl)-1,2-ethanediol

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Technology Process of (1S,2R)-1-(3-{[tert-butyl(dimethyl)silyl]oxy}-4-methoxyphenyl)-2-(3,4,5-trimethoxyphenyl)-1,2-ethanediol

There total 1 articles about (1S,2R)-1-(3-{[tert-butyl(dimethyl)silyl]oxy}-4-methoxyphenyl)-2-(3,4,5-trimethoxyphenyl)-1,2-ethanediol 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: 29.0%

: 117048-62-1,117048-59-6
combrestatin A₄

: 18162-48-6
tert-butyldimethylsilyl chloride

: 852990-35-3
1-(3-{[tert-butyl(dimethyl)silyl]oxy}-4-methoxyphenyl)-2-(3,4,5-trimethoxyphenyl)-1,2-ethanedione

: 852990-34-2
(1S,2R)-1-(3-{[tert-butyl(dimethyl)silyl]oxy}-4-methoxyphenyl)-2-(3,4,5-trimethoxyphenyl)-1,2-ethanediol

Guidance literature:: combrestatin A₄; tert-butyldimethylsilyl chloride; With 1H-imidazole; In dichloromethane;

With AD-mix-α; methanesulfonamide; tert-butyl alcohol; In water; for 30h;
DOI:10.1021/jm049096o

Reference yield: 94.0%

: 852990-34-2
(1S,2R)-1-(3-{[tert-butyl(dimethyl)silyl]oxy}-4-methoxyphenyl)-2-(3,4,5-trimethoxyphenyl)-1,2-ethanediol

: 852990-35-3
1-(3-{[tert-butyl(dimethyl)silyl]oxy}-4-methoxyphenyl)-2-(3,4,5-trimethoxyphenyl)-1,2-ethanedione

Guidance literature:: With 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium hypochlorite; potassium bromide; In dichloromethane; at 0 ℃; for 0.166667h;
DOI:10.1021/jm049096o

Reference yield:

: 852990-34-2
(1S,2R)-1-(3-{[tert-butyl(dimethyl)silyl]oxy}-4-methoxyphenyl)-2-(3,4,5-trimethoxyphenyl)-1,2-ethanediol

: 1885-35-4
3,4,5-trimethoxybenzonitrile

Guidance literature:: Multi-step reaction with 3 steps

1: 94 percent / TEMPO; KBr; aq. sodium hypochlorite / CH₂Cl₂ / 0.17 h / 0 °C

2: 85 percent / hydroxylamine hydrochloride; pyridine / ethanol / 72 h / 90 °C

3: 30 percent / DIAD; PPh₃ / toluene / 1 h / Heating

With pyridine; 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium hypochlorite; di-isopropyl azodicarboxylate; hydroxylamine hydrochloride; triphenylphosphine; potassium bromide; In ethanol; dichloromethane; toluene; 3: Mitsunobu dehydration;
DOI:10.1021/jm049096o