2-benzyl-3-benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-pyrrolidine-1-carboxylic acid tert-butyl ester

Base Information

Chemical Name:2-benzyl-3-benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-pyrrolidine-1-carboxylic acid tert-butyl ester
CAS No.:249617-10-5
Molecular Formula:C₂₉H₄₃NO₄Si
Molecular Weight:497.75
Hs Code.:

2-benzyl-3-benzyloxy-4-(<i>tert</i>-butyl-dimethyl-silanyloxy)-pyrrolidine-1-carboxylic acid <i>tert</i>-butyl ester

Synonyms:2-benzyl-3-benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-pyrrolidine-1-carboxylic acid tert-butyl ester

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Chemical Property of 2-benzyl-3-benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-pyrrolidine-1-carboxylic acid tert-butyl ester

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Technology Process of 2-benzyl-3-benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-pyrrolidine-1-carboxylic acid tert-butyl ester

There total 7 articles about 2-benzyl-3-benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-pyrrolidine-1-carboxylic acid tert-butyl 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:

: 24424-99-5
di-tert-butyl dicarbonate

: 249617-05-8
(2R,3S,4S)-1,2-Dibenzyl-3-(benzyloxy)-4-(tert-butyldimethylsilyloxy)pyrrolidine

: 249617-10-5
2-benzyl-3-benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-pyrrolidine-1-carboxylic acid tert-butyl ester

Guidance literature:: With hydrogen; palladium dihydroxide; In 1,4-dioxane; at 20 ℃; for 144h; under 3000.24 Torr;
DOI:10.1055/s-1999-3661

Reference yield:

: 100906-42-1
2-O-benzyl-3,4-O-isopropylidene-L-threose

: 249617-10-5
2-benzyl-3-benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-pyrrolidine-1-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: 100 percent / Al₂O₃ / CH₂Cl₂ / 1 h / 20 °C

2.1: Mg / diethyl ether / 0.25 h / Heating

2.2: diethyl ether / 3 h / 20 °C

3.1: H₂O; HCl / dioxane / 20 °C

4.1: 79 percent / DEAD; PPh₃; pyridine / 1.5 h / 0 °C

5.1: 94 percent / imidazole / dimethylformamide / 20 h / 50 °C

6.1: H₂ / 10 percent Pd(OH)2/C / dioxane / 144 h / 20 °C / 3000.24 Torr

With pyridine; 1H-imidazole; hydrogenchloride; aluminum oxide; water; hydrogen; magnesium; triphenylphosphine; diethylazodicarboxylate; palladium dihydroxide; In 1,4-dioxane; diethyl ether; dichloromethane; N,N-dimethyl-formamide; 1.1: Condensation / 2.1: Metallation / 2.2: Grignard reaction / 3.1: Hydrolysis / 4.1: Cyclization / 5.1: Etherification / 6.1: Catalytic hydrogenation;
DOI:10.1055/s-1999-3661

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 249617-10-5
2-benzyl-3-benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-pyrrolidine-1-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 94 percent / imidazole / dimethylformamide / 20 h / 50 °C

2: H₂ / 10 percent Pd(OH)2/C / dioxane / 144 h / 20 °C / 3000.24 Torr

With 1H-imidazole; hydrogen; palladium dihydroxide; In 1,4-dioxane; N,N-dimethyl-formamide; 1: Etherification / 2: Catalytic hydrogenation;
DOI:10.1055/s-1999-3661