[(1R,2S)-2-(tert-Butyl-dimethyl-silanyloxy)-4-[1,3]dioxolan-2-yl-1-phenethyl-butyl]-((S)-2-methoxymethyl-pyrrolidin-1-yl)-carbamic acid methyl ester

Base Information

Chemical Name:[(1R,2S)-2-(tert-Butyl-dimethyl-silanyloxy)-4-[1,3]dioxolan-2-yl-1-phenethyl-butyl]-((S)-2-methoxymethyl-pyrrolidin-1-yl)-carbamic acid methyl ester
CAS No.:1053699-90-3
Molecular Formula:C₂₉H₅₀N₂O₆Si
Molecular Weight:550.811
Hs Code.:

[(1R,2S)-2-(tert-Butyl-dimethyl-silanyloxy)-4-[1,3]dioxolan-2-yl-1-phenethyl-butyl]-((S)-2-methoxymethyl-pyrrolidin-1-yl)-carbamic acid methyl ester

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Chemical Property of [(1R,2S)-2-(tert-Butyl-dimethyl-silanyloxy)-4-[1,3]dioxolan-2-yl-1-phenethyl-butyl]-((S)-2-methoxymethyl-pyrrolidin-1-yl)-carbamic acid methyl ester

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Technology Process of [(1R,2S)-2-(tert-Butyl-dimethyl-silanyloxy)-4-[1,3]dioxolan-2-yl-1-phenethyl-butyl]-((S)-2-methoxymethyl-pyrrolidin-1-yl)-carbamic acid methyl ester

There total 5 articles about [(1R,2S)-2-(tert-Butyl-dimethyl-silanyloxy)-4-[1,3]dioxolan-2-yl-1-phenethyl-butyl]-((S)-2-methoxymethyl-pyrrolidin-1-yl)-carbamic acid methyl 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:

: 17376-04-4
2-phenethyl iodide

: 79-22-1
methyl chloroformate

: [2-(tert-Butyl-dimethyl-silanyloxy)-4-[1,3]dioxolan-2-yl-but-(E)-ylidene]-((S)-2-methoxymethyl-pyrrolidin-1-yl)-amine

: 1053699-90-3
[(1R,2S)-2-(tert-Butyl-dimethyl-silanyloxy)-4-[1,3]dioxolan-2-yl-1-phenethyl-butyl]-((S)-2-methoxymethyl-pyrrolidin-1-yl)-carbamic acid methyl ester

Guidance literature:: 2-phenethyl iodide; With tert.-butyl lithium;

[2-(tert-Butyl-dimethyl-silanyloxy)-4-[1,3]dioxolan-2-yl-but-(E)-ylidene]-((S)-2-methoxymethyl-pyrrolidin-1-yl)-amine; In tetrahydrofuran; at -100 ℃; for 15h;

methyl chloroformate; In tetrahydrofuran; at -78 ℃; for 15h;
DOI:10.1055/s-2002-19341

Reference yield:

: 102191-92-4
tert-butyldimethylsiloxyacetaldehyde

: 1053699-90-3
[(1R,2S)-2-(tert-Butyl-dimethyl-silanyloxy)-4-[1,3]dioxolan-2-yl-1-phenethyl-butyl]-((S)-2-methoxymethyl-pyrrolidin-1-yl)-carbamic acid methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: diethyl ether / 20 °C

2.1: LDA / tetrahydrofuran / 15 h / -78 °C

2.2: 35 percent / tetrahydrofuran / 21 h / -100 - 20 °C

3.1: t-BuLi

3.2: tetrahydrofuran / 15 h / -100 °C

3.3: tetrahydrofuran / 15 h / -78 °C

With tert.-butyl lithium; lithium diisopropyl amide; In tetrahydrofuran; diethyl ether;
DOI:10.1055/s-2002-19341

Reference yield:

: 91202-69-6,134297-05-5,113123-37-8
(Z)-4-(tert-butyldimethylsilyloxy)but-2-en-1-ol

: 1053699-90-3
[(1R,2S)-2-(tert-Butyl-dimethyl-silanyloxy)-4-[1,3]dioxolan-2-yl-1-phenethyl-butyl]-((S)-2-methoxymethyl-pyrrolidin-1-yl)-carbamic acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: ozone / CH₂Cl₂ / -78 °C

1.2: DMS / CH₂Cl₂ / 20 °C

2.1: diethyl ether / 20 °C

3.1: LDA / tetrahydrofuran / 15 h / -78 °C

3.2: 35 percent / tetrahydrofuran / 21 h / -100 - 20 °C

4.1: t-BuLi

4.2: tetrahydrofuran / 15 h / -100 °C

4.3: tetrahydrofuran / 15 h / -78 °C

With tert.-butyl lithium; ozone; lithium diisopropyl amide; In tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1055/s-2002-19341