tert-butyl 4-(4-(3-((3R,4R)-3-(tert-butyldimethylsilyloxy)-4-hydroxypyrrolidin-1-yl)-3-oxopropoxy)benzylcarbamoyl)benzylcarbamate

Base Information

Chemical Name:tert-butyl 4-(4-(3-((3R,4R)-3-(tert-butyldimethylsilyloxy)-4-hydroxypyrrolidin-1-yl)-3-oxopropoxy)benzylcarbamoyl)benzylcarbamate
CAS No.:1290056-44-8
Molecular Formula:C₃₃H₄₉N₃O₇Si
Molecular Weight:627.853
Hs Code.:

Synonyms:tert-butyl 4-(4-(3-((3R,4R)-3-(tert-butyldimethylsilyloxy)-4-hydroxypyrrolidin-1-yl)-3-oxopropoxy)benzylcarbamoyl)benzylcarbamate

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Chemical Property of tert-butyl 4-(4-(3-((3R,4R)-3-(tert-butyldimethylsilyloxy)-4-hydroxypyrrolidin-1-yl)-3-oxopropoxy)benzylcarbamoyl)benzylcarbamate

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Technology Process of tert-butyl 4-(4-(3-((3R,4R)-3-(tert-butyldimethylsilyloxy)-4-hydroxypyrrolidin-1-yl)-3-oxopropoxy)benzylcarbamoyl)benzylcarbamate

There total 7 articles about tert-butyl 4-(4-(3-((3R,4R)-3-(tert-butyldimethylsilyloxy)-4-hydroxypyrrolidin-1-yl)-3-oxopropoxy)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: 40.9%

: 1290056-41-5
3-(4-((4-((tert-butoxycarbonylamino)methyl)benzamido) methyl)phenoxy)propanoic acid

: (3R,4R)-4-((tert-butyldimethylsilyl)oxy)pyrrolidin-3-ol

: 1290056-44-8
tert-butyl 4-(4-(3-((3R,4R)-3-(tert-butyldimethylsilyloxy)-4-hydroxypyrrolidin-1-yl)-3-oxopropoxy)benzylcarbamoyl)benzylcarbamate

Guidance literature:: 3-(4-((4-((tert-butoxycarbonylamino)methyl)benzamido) methyl)phenoxy)propanoic acid; With pyridine; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 0.25h;

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

Reference yield:

: 56-91-7
p-aminomethylbenzoic acid

: 1290056-44-8
tert-butyl 4-(4-(3-((3R,4R)-3-(tert-butyldimethylsilyloxy)-4-hydroxypyrrolidin-1-yl)-3-oxopropoxy)benzylcarbamoyl)benzylcarbamate

Guidance literature:: Multi-step reaction with 4 steps

1.1: sodium hydrogencarbonate / 1,4-dioxane / 16 h / 0 - 20 °C

2.1: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 16 h / 0 - 20 °C / Inert atmosphere

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 / 0.25 h / 0 - 20 °C

4.2: 16 h / 0 - 20 °C

With pyridine; lithium hydroxide monohydrate; water; sodium hydrogencarbonate; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; HATU; In tetrahydrofuran; 1,4-dioxane; N,N-dimethyl-formamide;

Reference yield:

: 33233-67-9
4-(tert-Butoxycarbonylaminomethyl)benzoic acid

: 1290056-44-8
tert-butyl 4-(4-(3-((3R,4R)-3-(tert-butyldimethylsilyloxy)-4-hydroxypyrrolidin-1-yl)-3-oxopropoxy)benzylcarbamoyl)benzylcarbamate

Guidance literature:: Multi-step reaction with 3 steps

1.1: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 16 h / 0 - 20 °C / Inert atmosphere

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

2.2: 0 °C

3.1: (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; pyridine / N,N-dimethyl-formamide / 0.25 h / 0 - 20 °C

3.2: 16 h / 0 - 20 °C

With pyridine; lithium hydroxide monohydrate; water; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; HATU; In tetrahydrofuran; N,N-dimethyl-formamide;