Benzoic acid (1S,2S,3S,4S)-3,4-bis-(tert-butyl-diphenyl-silanyloxymethyl)-2-fluoro-cyclopentyl ester

Base Information

Chemical Name:Benzoic acid (1S,2S,3S,4S)-3,4-bis-(tert-butyl-diphenyl-silanyloxymethyl)-2-fluoro-cyclopentyl ester
CAS No.:187877-34-5
Molecular Formula:C₄₆H₅₃FO₄Si₂
Molecular Weight:745.094
Hs Code.:

Synonyms:Benzoic acid (1S,2S,3S,4S)-3,4-bis-(tert-butyl-diphenyl-silanyloxymethyl)-2-fluoro-cyclopentyl ester

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Chemical Property of Benzoic acid (1S,2S,3S,4S)-3,4-bis-(tert-butyl-diphenyl-silanyloxymethyl)-2-fluoro-cyclopentyl ester

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Technology Process of Benzoic acid (1S,2S,3S,4S)-3,4-bis-(tert-butyl-diphenyl-silanyloxymethyl)-2-fluoro-cyclopentyl ester

There total 4 articles about Benzoic acid (1S,2S,3S,4S)-3,4-bis-(tert-butyl-diphenyl-silanyloxymethyl)-2-fluoro-cyclopentyl 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%

: 65-85-0,8013-63-6
benzoic acid

: 187877-01-6
(1R,2S,3S,4S)-3,4-Bis-(tert-butyl-diphenyl-silanyloxymethyl)-2-fluoro-cyclopentanol

: 187877-34-5
Benzoic acid (1S,2S,3S,4S)-3,4-bis-(tert-butyl-diphenyl-silanyloxymethyl)-2-fluoro-cyclopentyl ester

Guidance literature:: With di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; for 20h; Ambient temperature;
DOI:10.1016/S0040-4020(96)01103-9

Reference yield:

: 141389-79-9
(3S,4S)-3,4-Bis-(tert-butyl-diphenyl-silanyloxymethyl)-cyclopentanone

: 187877-34-5
Benzoic acid (1S,2S,3S,4S)-3,4-bis-(tert-butyl-diphenyl-silanyloxymethyl)-2-fluoro-cyclopentyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: triethylamine / toluene / 0.25 h / Heating

2: 5.3 g / 1-chloromethyl-4-fluoro-1,4-diazoniabicyclo<2.2.2>octane bis(tetrafluoroborate) / dimethylformamide / 0.25 h / Ambient temperature

3: 1.) LS-selectride, 2.) NaOH, H₂O₂ / 1.) THF, -78 deg C, 2 h, 2.) 2 h

4: 95 percent / triphenylphosphine-diisopropyl azodicarboxylate complex / tetrahydrofuran / 20 h / Ambient temperature

With sodium hydroxide; di-isopropyl azodicarboxylate; dihydrogen peroxide; Selectfluor; lithium tri-sec-butyl(hydrido)borate; triethylamine; triphenylphosphine; In tetrahydrofuran; N,N-dimethyl-formamide; toluene;
DOI:10.1016/S0040-4020(96)01103-9

Reference yield:

: 187876-97-7
(3S,4S)-3,4-Bis-(tert-butyl-diphenyl-silanyloxymethyl)-2-fluoro-cyclopentanone

: 187877-34-5
Benzoic acid (1S,2S,3S,4S)-3,4-bis-(tert-butyl-diphenyl-silanyloxymethyl)-2-fluoro-cyclopentyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) LS-selectride, 2.) NaOH, H₂O₂ / 1.) THF, -78 deg C, 2 h, 2.) 2 h

2: 95 percent / triphenylphosphine-diisopropyl azodicarboxylate complex / tetrahydrofuran / 20 h / Ambient temperature

With sodium hydroxide; di-isopropyl azodicarboxylate; dihydrogen peroxide; lithium tri-sec-butyl(hydrido)borate; triphenylphosphine; In tetrahydrofuran;
DOI:10.1016/S0040-4020(96)01103-9