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

Base Information

Chemical Name:tert-butyl 4-(4-(2-((3s,4s)-3-(tert-butyldimethylsilyloxy)-4-hydroxypyrrolidin-1-yl)-2-oxoethoxy)benzylcarbamoyl)benzylcarbamate
CAS No.:1290056-33-5
Molecular Formula:C₃₂H₄₇N₃O₇Si
Molecular Weight:613.827
Hs Code.:

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

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Chemical Property of tert-butyl 4-(4-(2-((3s,4s)-3-(tert-butyldimethylsilyloxy)-4-hydroxypyrrolidin-1-yl)-2-oxoethoxy)benzylcarbamoyl)benzylcarbamate

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Technology Process of tert-butyl 4-(4-(2-((3s,4s)-3-(tert-butyldimethylsilyloxy)-4-hydroxypyrrolidin-1-yl)-2-oxoethoxy)benzylcarbamoyl)benzylcarbamate

There total 8 articles about tert-butyl 4-(4-(2-((3s,4s)-3-(tert-butyldimethylsilyloxy)-4-hydroxypyrrolidin-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: 48.8%

: 1290056-32-4
2-(4-((4-((Tert-butoxycarbonylamino)methyl)benzamido) methyl)phenoxy)acetic acid

: (3S,4S)-4-(tert-butyldimethylsilyloxy)pyrrolidin-3-ol

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

Guidance literature:: 2-(4-((4-((Tert-butoxycarbonylamino)methyl)benzamido) methyl)phenoxy)acetic acid; With pyridine; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 0.333333h;

(3S,4S)-4-(tert-butyldimethylsilyloxy)pyrrolidin-3-ol; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 16h;

Reference yield:

: 767-00-0
4-cyanophenol

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

Guidance literature:: Multi-step reaction with 5 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

With pyridine; lithium hydroxide monohydrate; water; hydrogen; potassium carbonate; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; acetic acid; 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

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

Guidance literature:: Multi-step reaction with 4 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

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