(S)-tert-butyl 4-(4-(2-(3-(tert-butyldimethylsilyloxy)-4-oxopyrrolidin-1-yl)-2-oxoethoxy)benzylcarbamoyl)benzylcarbamate

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Chemical Name:(S)-tert-butyl 4-(4-(2-(3-(tert-butyldimethylsilyloxy)-4-oxopyrrolidin-1-yl)-2-oxoethoxy)benzylcarbamoyl)benzylcarbamate
CAS No.:1290056-34-6
Molecular Formula:C₃₂H₄₅N₃O₇Si
Molecular Weight:611.811
Hs Code.:

Synonyms:(S)-tert-butyl 4-(4-(2-(3-(tert-butyldimethylsilyloxy)-4-oxopyrrolidin-1-yl)-2-oxoethoxy)benzylcarbamoyl)benzylcarbamate

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Chemical Property of (S)-tert-butyl 4-(4-(2-(3-(tert-butyldimethylsilyloxy)-4-oxopyrrolidin-1-yl)-2-oxoethoxy)benzylcarbamoyl)benzylcarbamate

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Technology Process of (S)-tert-butyl 4-(4-(2-(3-(tert-butyldimethylsilyloxy)-4-oxopyrrolidin-1-yl)-2-oxoethoxy)benzylcarbamoyl)benzylcarbamate

There total 8 articles about (S)-tert-butyl 4-(4-(2-(3-(tert-butyldimethylsilyloxy)-4-oxopyrrolidin-1-yl)-2-oxoethoxy)benzylcarbamoyl)benzylcarbamate 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: 62.8%

: 1290056-33-5
tert-butyl 4-(4-(2-((3s,4s)-3-(tert-butyldimethylsilyloxy)-4-hydroxypyrrolidin-1-yl)-2-oxoethoxy)benzylcarbamoyl)benzylcarbamate

: 1290056-34-6
(S)-tert-butyl 4-(4-(2-(3-(tert-butyldimethylsilyloxy)-4-oxopyrrolidin-1-yl)-2-oxoethoxy)benzylcarbamoyl)benzylcarbamate

Guidance literature:: tert-butyl 4-(4-(2-((3s,4s)-3-(tert-butyldimethylsilyloxy)-4-hydroxypyrrolidin-1-yl)-2-oxoethoxy)benzylcarbamoyl)benzylcarbamate; With oxalyl dichloride; dimethyl sulfoxide; In tetrahydrofuran; at -70 ℃; for 1h; Inert atmosphere;

With triethylamine; In tetrahydrofuran; at -70 - 20 ℃; for 0.583333h;

Reference yield:

: 767-00-0
4-cyanophenol

: 1290056-34-6
(S)-tert-butyl 4-(4-(2-(3-(tert-butyldimethylsilyloxy)-4-oxopyrrolidin-1-yl)-2-oxoethoxy)benzylcarbamoyl)benzylcarbamate

Guidance literature:: Multi-step reaction with 6 steps

1.1: potassium carbonate / acetone / 12 h / Reflux

2.1: hydrogen; acetic acid / 10% palladium on charcoal / ethanol / 24 h / 5171.62 Torr

3.1: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 0.25 h / 0 - 20 °C / Inert atmosphere

3.2: 0.33 h / 0 - 20 °C

4.1: water; lithium hydroxide monohydrate / tetrahydrofuran / 2 h / 0 - 20 °C

4.2: 0 °C

5.1: (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; pyridine / N,N-dimethyl-formamide / 0.33 h / 0 - 20 °C

5.2: 16 h / 0 - 20 °C

6.1: oxalyl dichloride; dimethyl sulfoxide / tetrahydrofuran / 1 h / -70 °C / Inert atmosphere

6.2: 0.58 h / -70 - 20 °C

With pyridine; oxalyl dichloride; lithium hydroxide monohydrate; water; hydrogen; potassium carbonate; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; acetic acid; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; HATU; 10% palladium on charcoal; In tetrahydrofuran; ethanol; N,N-dimethyl-formamide; acetone;

Reference yield:

: 30041-95-3
ethyl (4-cyano-phenoxy)-acetate

: 1290056-34-6
(S)-tert-butyl 4-(4-(2-(3-(tert-butyldimethylsilyloxy)-4-oxopyrrolidin-1-yl)-2-oxoethoxy)benzylcarbamoyl)benzylcarbamate

Guidance literature:: Multi-step reaction with 5 steps

1.1: hydrogen; acetic acid / 10% palladium on charcoal / ethanol / 24 h / 5171.62 Torr

2.1: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 0.25 h / 0 - 20 °C / Inert atmosphere

2.2: 0.33 h / 0 - 20 °C

3.1: water; lithium hydroxide monohydrate / tetrahydrofuran / 2 h / 0 - 20 °C

3.2: 0 °C

4.1: (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; pyridine / N,N-dimethyl-formamide / 0.33 h / 0 - 20 °C

4.2: 16 h / 0 - 20 °C

5.1: oxalyl dichloride; dimethyl sulfoxide / tetrahydrofuran / 1 h / -70 °C / Inert atmosphere

5.2: 0.58 h / -70 - 20 °C

With pyridine; oxalyl dichloride; lithium hydroxide monohydrate; water; hydrogen; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; acetic acid; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; HATU; 10% palladium on charcoal; In tetrahydrofuran; ethanol; N,N-dimethyl-formamide;