(2R,3S)-3-(tert-butyl-dimethyl-silanyloxy)-2-methyl-3-(4-vinyl-phenyl)-propionic acid

Base Information

Chemical Name:(2R,3S)-3-(tert-butyl-dimethyl-silanyloxy)-2-methyl-3-(4-vinyl-phenyl)-propionic acid
CAS No.:1381811-76-2
Molecular Formula:C₁₈H₂₈O₃Si
Molecular Weight:320.504
Hs Code.:

Synonyms:(2R,3S)-3-(tert-butyl-dimethyl-silanyloxy)-2-methyl-3-(4-vinyl-phenyl)-propionic acid

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Chemical Property of (2R,3S)-3-(tert-butyl-dimethyl-silanyloxy)-2-methyl-3-(4-vinyl-phenyl)-propionic acid

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Technology Process of (2R,3S)-3-(tert-butyl-dimethyl-silanyloxy)-2-methyl-3-(4-vinyl-phenyl)-propionic acid

There total 2 articles about (2R,3S)-3-(tert-butyl-dimethyl-silanyloxy)-2-methyl-3-(4-vinyl-phenyl)-propionic acid 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: 23.0%

: (2R,3S)-1-((R)-10,10-dimethyl-3,3-dioxo-3-thia-4-aza-tricyclo[5.2.1]dec-4-yl)-3-(tert-butyl-dimethyl-silanyloxy)-2-methyl-3-(4-vinyl-phenyl)-propionamide

: 1381811-76-2
(2R,3S)-3-(tert-butyl-dimethyl-silanyloxy)-2-methyl-3-(4-vinyl-phenyl)-propionic acid

Guidance literature:: (2R,3S)-1-((R)-10,10-dimethyl-3,3-dioxo-3-thia-4-aza-tricyclo[5.2.1]dec-4-yl)-3-(tert-butyl-dimethyl-silanyloxy)-2-methyl-3-(4-vinyl-phenyl)-propionamide; With water; lithium hydroxide; In tetrahydrofuran; at 85 ℃; for 48h;

With hydrogenchloride; In water; pH=1; Inert atmosphere;

Reference yield:

: 69739-34-0
t-butyldimethylsiyl triflate

: 1381811-76-2
(2R,3S)-3-(tert-butyl-dimethyl-silanyloxy)-2-methyl-3-(4-vinyl-phenyl)-propionic acid

Guidance literature:: Multi-step reaction with 2 steps

1.1: triethylamine; calcium hydride / dichloromethane / 20 h / 20 °C

1.2: 1 h / -40 °C

2.1: water; lithium hydroxide / tetrahydrofuran / 48 h / 85 °C

2.2: pH 1 / Inert atmosphere

With calcium hydride; water; triethylamine; lithium hydroxide; In tetrahydrofuran; dichloromethane;

Reference yield: 73.0%

: 1381811-76-2
(2R,3S)-3-(tert-butyl-dimethyl-silanyloxy)-2-methyl-3-(4-vinyl-phenyl)-propionic acid

: 1381810-54-3
(S)-1-{(S)-2-((S)-2-amino-3-methyl-butyrylamino)-3-[3-(tert-butyl-dimethyl-silanyloxy)-phenyl]-propionyl}-hexahydro-pyridazine-3-carboxylic acid but-3-enyl ester

: 1381811-81-9
(S)-1-{(S)-2-{(S)-2-[(2R,3S)-3-(tert-butyl-dimethyl-silanyloxy)-2-methyl-3-(4-vinyl-phenyl)-propionylamino]-3-methyl-butyrylamino}-3-[3-(tert-butyl-dimethyl-silanyloxy)-phenyl]-propionyl}-hexahydro-pyridazine-3-carboxylic acid but-3-enyl ester

Guidance literature:: (2R,3S)-3-(tert-butyl-dimethyl-silanyloxy)-2-methyl-3-(4-vinyl-phenyl)-propionic acid; With N-ethyl-N,N-diisopropylamine; HATU; In N,N-dimethyl-formamide; at 0 ℃; for 0.333333h;

(S)-1-{(S)-2-((S)-2-amino-3-methyl-butyrylamino)-3-[3-(tert-butyl-dimethyl-silanyloxy)-phenyl]-propionyl}-hexahydro-pyridazine-3-carboxylic acid but-3-enyl ester; In N,N-dimethyl-formamide; at 20 ℃; for 18h;