[(1S,2S)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-2-methyl-3-methylene-cyclopentyl]-acetic acid methyl ester

Base Information

Chemical Name:[(1S,2S)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-2-methyl-3-methylene-cyclopentyl]-acetic acid methyl ester
CAS No.:177326-25-9
Molecular Formula:C₂₇H₃₆O₃Si
Molecular Weight:436.667
Hs Code.:

Synonyms:[(1S,2S)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-2-methyl-3-methylene-cyclopentyl]-acetic acid methyl ester

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Chemical Property of [(1S,2S)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-2-methyl-3-methylene-cyclopentyl]-acetic acid methyl ester

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Technology Process of [(1S,2S)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-2-methyl-3-methylene-cyclopentyl]-acetic acid methyl ester

There total 1 articles about [(1S,2S)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-2-methyl-3-methylene-cyclopentyl]-acetic acid methyl 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: 95.0%

: 58479-61-1
tert-butylchlorodiphenylsilane

: ((1S,2S)-2-Hydroxymethyl-2-methyl-3-methylene-cyclopentyl)-acetic acid methyl ester

: 177326-25-9
[(1S,2S)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-2-methyl-3-methylene-cyclopentyl]-acetic acid methyl ester

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; for 5h; Ambient temperature;
DOI:10.1016/0040-4020(96)00284-0

Reference yield:

: 177326-25-9
[(1S,2S)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-2-methyl-3-methylene-cyclopentyl]-acetic acid methyl ester

: 177326-17-9
(S)-2-[(6R,7S)-6-(tert-Butyl-diphenyl-silanyloxymethyl)-6-methyl-1,4-dioxa-spiro[4.4]non-7-yl]-propionic acid methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) 4 percent O₃ in O₂, 2.) Me₂S / 1.) CH₂Cl₂, MeOH, -78 deg C_., 1 h, 2.) CH₂Cl₂, MeOH, from - 78 to RT, 12 h

2: 92 percent / p-toluenesulfonic acid / benzene / 18 h / Heating

3: 1.) LDA / 1.) THF, hexane, 0 deg C, 1 h, 2.) THF, hexane, a.) -78 deg C, 2 h, b.) RT, 15 h

With dimethylsulfide; oxygen; toluene-4-sulfonic acid; ozone; lithium diisopropyl amide; In benzene;
DOI:10.1016/0040-4020(96)00284-0

Reference yield:

: 177326-25-9
[(1S,2S)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-2-methyl-3-methylene-cyclopentyl]-acetic acid methyl ester

: 177326-19-1
tert-Butyl-{(6R,7S)-6-methyl-7-[(R)-1-methyl-2-(2-methyl-[1,3]dithian-2-yl)-ethyl]-1,4-dioxa-spiro[4.4]non-6-ylmethoxy}-diphenyl-silane

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) 4 percent O₃ in O₂, 2.) Me₂S / 1.) CH₂Cl₂, MeOH, -78 deg C_., 1 h, 2.) CH₂Cl₂, MeOH, from - 78 to RT, 12 h

2: 92 percent / p-toluenesulfonic acid / benzene / 18 h / Heating

3: 1.) LDA / 1.) THF, hexane, 0 deg C, 1 h, 2.) THF, hexane, a.) -78 deg C, 2 h, b.) RT, 15 h

4: 97 percent / LiAlH₄ / tetrahydrofuran / 1 h / 0 °C

5: 80 percent / PPh₃, imidazole, iodine / acetonitrile; diethyl ether / 5 h / Ambient temperature

6: 1.) n-BuLi / 1.) THF, hexane, -25 deg C, 3 h, 2.) THF, hexane, -25 deg C, 12 h

With 1H-imidazole; lithium aluminium tetrahydride; n-butyllithium; dimethylsulfide; iodine; oxygen; toluene-4-sulfonic acid; ozone; triphenylphosphine; lithium diisopropyl amide; In tetrahydrofuran; diethyl ether; acetonitrile; benzene;
DOI:10.1016/0040-4020(96)00284-0