(S)-4-{(3S,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-3-[2-(dimethyl-phenyl-silanyl)-ethyl]-6-methylene-cyclohex-1-enyl}-pentanoic acid

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Chemical Name:(S)-4-{(3S,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-3-[2-(dimethyl-phenyl-silanyl)-ethyl]-6-methylene-cyclohex-1-enyl}-pentanoic acid
CAS No.:828915-85-1
Molecular Formula:C₂₈H₄₆O₃Si₂
Molecular Weight:486.842
Hs Code.:

Synonyms:(S)-4-{(3S,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-3-[2-(dimethyl-phenyl-silanyl)-ethyl]-6-methylene-cyclohex-1-enyl}-pentanoic acid

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Chemical Property of (S)-4-{(3S,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-3-[2-(dimethyl-phenyl-silanyl)-ethyl]-6-methylene-cyclohex-1-enyl}-pentanoic acid

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Technology Process of (S)-4-{(3S,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-3-[2-(dimethyl-phenyl-silanyl)-ethyl]-6-methylene-cyclohex-1-enyl}-pentanoic acid

There total 15 articles about (S)-4-{(3S,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-3-[2-(dimethyl-phenyl-silanyl)-ethyl]-6-methylene-cyclohex-1-enyl}-pentanoic 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: 100.0%

: 828915-84-0
(S)-4-{(3S,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-3-[2-(dimethyl-phenyl-silanyl)-ethyl]-6-methylene-cyclohex-1-enyl}-pentanoic acid methyl ester

: 828915-85-1
(S)-4-{(3S,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-3-[2-(dimethyl-phenyl-silanyl)-ethyl]-6-methylene-cyclohex-1-enyl}-pentanoic acid

Guidance literature:: With potassium hydroxide; In methanol; Heating;
DOI:10.1002/anie.200460936

Reference yield: 86.0%

: 8-(tert-butyl-dimethyl-silanyloxy)-7-[2-(dimethyl-phenyl-silanyl)-ethyl]-9a-iodomethyl-5-methyl-4,5,7,8,9,9a-hexahydro-3H-benzo[b]oxepin-2-one

: 828915-85-1
(S)-4-{(3S,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-3-[2-(dimethyl-phenyl-silanyl)-ethyl]-6-methylene-cyclohex-1-enyl}-pentanoic acid

Guidance literature:: With acetic acid; zinc; In tetrahydrofuran; water; at 0 - 20 ℃;
DOI:10.1002/anie.200460936

Reference yield:

: 15109-94-1
1-(2-furyl)-2-bromoethanone

: 828915-85-1
(S)-4-{(3S,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-3-[2-(dimethyl-phenyl-silanyl)-ethyl]-6-methylene-cyclohex-1-enyl}-pentanoic acid

Guidance literature:: Multi-step reaction with 11 steps

1.1: Et₃N; HCO₂H / [Cp*RhCl((R,R)-(-)-N-(p-Ts)-1,2-diphenylethylenediamine)] / ethyl acetate / 4 h / 0 °C

2.1: K₂CO₃ / acetonitrile / 14 h / 20 °C

3.1: 7.22 g / diethyl ether / -78 - 20 °C

4.1: Et₃N / CH₂Cl₂ / 16 h / 20 °C

4.2: BHT / ethyl acetate / 120 °C / microwave irradiation

5.1: 99 percent / imidazole; DMAP / dimethylformamide / 18 h / 20 °C

6.1: 81 percent / TBAF / tetrahydrofuran / 38 h / 0 °C

7.1: 84 percent / Ph₃P; I₂; imidazole / tetrahydrofuran; acetonitrile / 5 h / -20 - 20 °C

8.1: 91 percent / proazaphosphtrane / acetonitrile; toluene / 2 h / Heating

9.1: 89 percent / thiophenol; K₂CO₃ / dimethylformamide / 1.67 h / 90 °C

10.1: 100 percent / KOH / methanol; H₂O / 1.5 h / Heating

With 1H-imidazole; dmap; potassium hydroxide; formic acid; tetrabutyl ammonium fluoride; iodine; 2,5,8,9-tetraaza-1-phosphabicyclo[3.3.3]undecane; potassium carbonate; thiophenol; triethylamine; triphenylphosphine; [Cp*RhCl((R,R)-(-)-N-(p-Ts)-1,2-diphenylethylenediamine)]; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; toluene; acetonitrile;
DOI:10.1002/ejoc.200500739