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

Base Information

Chemical Name:(R)-tert-butyl 4-(4-(3-(3-(tert-butyldimethylsilyloxy)-4-oxopyrrolidin-1-yl)-3-oxopropoxy)benzylcarbamoyl)benzylcarbamate
CAS No.:1290056-45-9
Molecular Formula:C₃₃H₄₇N₃O₇Si
Molecular Weight:625.838
Hs Code.:

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

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

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

There total 9 articles about (R)-tert-butyl 4-(4-(3-(3-(tert-butyldimethylsilyloxy)-4-oxopyrrolidin-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: 57.3%

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

: 1290056-45-9
(R)-tert-butyl 4-(4-(3-(3-(tert-butyldimethylsilyloxy)-4-oxopyrrolidin-1-yl)-3-oxopropoxy)benzylcarbamoyl)benzylcarbamate

Guidance literature:: tert-butyl 4-(4-(3-((3R,4R)-3-(tert-butyldimethylsilyloxy)-4-hydroxypyrrolidin-1-yl)-3-oxopropoxy)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:

: 56-91-7
p-aminomethylbenzoic acid

: 1290056-45-9
(R)-tert-butyl 4-(4-(3-(3-(tert-butyldimethylsilyloxy)-4-oxopyrrolidin-1-yl)-3-oxopropoxy)benzylcarbamoyl)benzylcarbamate

Guidance literature:: Multi-step reaction with 5 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

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; sodium hydrogencarbonate; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; dimethyl sulfoxide; 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

: 1290056-45-9
(R)-tert-butyl 4-(4-(3-(3-(tert-butyldimethylsilyloxy)-4-oxopyrrolidin-1-yl)-3-oxopropoxy)benzylcarbamoyl)benzylcarbamate

Guidance literature:: Multi-step reaction with 4 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

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

4.2: 0.58 h / -70 - 20 °C

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