(S)-2-[(2R,3S)-3-Acetoxy-1-(4-methoxy-benzyl)-5-oxo-pyrrolidin-2-yl]-7-(tert-butyl-diphenyl-silanyloxy)-3-oxo-octanoic acid ethyl ester

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Chemical Name:(S)-2-[(2R,3S)-3-Acetoxy-1-(4-methoxy-benzyl)-5-oxo-pyrrolidin-2-yl]-7-(tert-butyl-diphenyl-silanyloxy)-3-oxo-octanoic acid ethyl ester
CAS No.:174874-98-7
Molecular Formula:C₄₀H₅₁NO₈Si
Molecular Weight:701.932
Hs Code.:

Synonyms:(S)-2-[(2R,3S)-3-Acetoxy-1-(4-methoxy-benzyl)-5-oxo-pyrrolidin-2-yl]-7-(tert-butyl-diphenyl-silanyloxy)-3-oxo-octanoic acid ethyl ester

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Chemical Property of (S)-2-[(2R,3S)-3-Acetoxy-1-(4-methoxy-benzyl)-5-oxo-pyrrolidin-2-yl]-7-(tert-butyl-diphenyl-silanyloxy)-3-oxo-octanoic acid ethyl ester

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Technology Process of (S)-2-[(2R,3S)-3-Acetoxy-1-(4-methoxy-benzyl)-5-oxo-pyrrolidin-2-yl]-7-(tert-butyl-diphenyl-silanyloxy)-3-oxo-octanoic acid ethyl ester

There total 6 articles about (S)-2-[(2R,3S)-3-Acetoxy-1-(4-methoxy-benzyl)-5-oxo-pyrrolidin-2-yl]-7-(tert-butyl-diphenyl-silanyloxy)-3-oxo-octanoic acid ethyl 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:

: 58479-61-1
tert-butylchlorodiphenylsilane

: 174874-98-7
(S)-2-[(2R,3S)-3-Acetoxy-1-(4-methoxy-benzyl)-5-oxo-pyrrolidin-2-yl]-7-(tert-butyl-diphenyl-silanyloxy)-3-oxo-octanoic acid ethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 92 percent / imidazole, DMAP / CH₂Cl₂ / 17 h / Ambient temperature

2: 1.) diisopropyl amine, BuLi / 1.) THF, hexane, 0 deg C, 1 h, 2.) THF, hexane, RT, 45 min

3: 1.) iPrEtN, TMSOTf / 1.) CH₂Cl₂, RT, 1.5 h, 2.) CH₂Cl₂ a) -78 deg C, 1 h, b) RT, 2.5 h

With 1H-imidazole; dmap; n-butyllithium; trimethylsilyl trifluoromethanesulfonate; diisopropylamine; In dichloromethane;
DOI:10.1016/0040-4020(95)01085-8

Reference yield:

: 174874-82-9
acetic acid (3S)-1-(4-methoxy-benzyl)-2,5-dioxo-pyrrolidin-3-yl ester

: 174874-98-7
(S)-2-[(2R,3S)-3-Acetoxy-1-(4-methoxy-benzyl)-5-oxo-pyrrolidin-2-yl]-7-(tert-butyl-diphenyl-silanyloxy)-3-oxo-octanoic acid ethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 68 percent / NaBH₄ / ethanol; tetrahydrofuran / 0.33 h / -30 °C

2: 100 percent / pyridine, DMAP / 18 h / Ambient temperature

3: 1.) iPrEtN, TMSOTf / 1.) CH₂Cl₂, RT, 1.5 h, 2.) CH₂Cl₂ a) -78 deg C, 1 h, b) RT, 2.5 h

With pyridine; dmap; sodium tetrahydroborate; trimethylsilyl trifluoromethanesulfonate; In tetrahydrofuran; ethanol;
DOI:10.1016/0040-4020(95)01085-8

Reference yield:

: 59025-03-5
(S)-acetoxysuccinic anhydride

: 174874-98-7
(S)-2-[(2R,3S)-3-Acetoxy-1-(4-methoxy-benzyl)-5-oxo-pyrrolidin-2-yl]-7-(tert-butyl-diphenyl-silanyloxy)-3-oxo-octanoic acid ethyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 2.) acetyl chloride / 1.) THF, RT, 18 h, 2.) THF, reflux, 18 h

2: 68 percent / NaBH₄ / ethanol; tetrahydrofuran / 0.33 h / -30 °C

3: 100 percent / pyridine, DMAP / 18 h / Ambient temperature

4: 1.) iPrEtN, TMSOTf / 1.) CH₂Cl₂, RT, 1.5 h, 2.) CH₂Cl₂ a) -78 deg C, 1 h, b) RT, 2.5 h

With pyridine; dmap; sodium tetrahydroborate; trimethylsilyl trifluoromethanesulfonate; acetyl chloride; In tetrahydrofuran; ethanol;
DOI:10.1016/0040-4020(95)01085-8