(6R,7aR)-6-[3-(4-Benzyloxy-3-methoxy-phenyl)-propionyloxy]-hexahydro-pyrrolizine-1-carboxylic acid methyl ester

Base Information

Chemical Name:(6R,7aR)-6-[3-(4-Benzyloxy-3-methoxy-phenyl)-propionyloxy]-hexahydro-pyrrolizine-1-carboxylic acid methyl ester
CAS No.:536976-79-1
Molecular Formula:C₂₆H₃₁NO₆
Molecular Weight:453.535
Hs Code.:

Synonyms:(6R,7aR)-6-[3-(4-Benzyloxy-3-methoxy-phenyl)-propionyloxy]-hexahydro-pyrrolizine-1-carboxylic acid methyl ester

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Chemical Property of (6R,7aR)-6-[3-(4-Benzyloxy-3-methoxy-phenyl)-propionyloxy]-hexahydro-pyrrolizine-1-carboxylic acid methyl ester

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Technology Process of (6R,7aR)-6-[3-(4-Benzyloxy-3-methoxy-phenyl)-propionyloxy]-hexahydro-pyrrolizine-1-carboxylic acid methyl ester

There total 3 articles about (6R,7aR)-6-[3-(4-Benzyloxy-3-methoxy-phenyl)-propionyloxy]-hexahydro-pyrrolizine-1-carboxylic 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: 85.0%

: 536976-78-0
(2R,4R)-4-[3-(4-Benzyloxy-3-methoxy-phenyl)-propionyloxy]-2-(3-bromo-1-methoxycarbonyl-propyl)-pyrrolidine-1-carboxylic acid tert-butyl ester

: 536976-79-1
(6R,7aR)-6-[3-(4-Benzyloxy-3-methoxy-phenyl)-propionyloxy]-hexahydro-pyrrolizine-1-carboxylic acid methyl ester

Guidance literature:: (2R,4R)-4-[3-(4-Benzyloxy-3-methoxy-phenyl)-propionyloxy]-2-(3-bromo-1-methoxycarbonyl-propyl)-pyrrolidine-1-carboxylic acid tert-butyl ester; With boron trifluoride diethyl etherate; In dichloromethane; at -15 ℃;

With sodium hydrogencarbonate; In water;
DOI:10.1016/S0040-4039(03)00070-4

Reference yield:

: 536976-94-0
(2R,4R)-2-(3-Bromo-1-methoxycarbonyl-propyl)-4-hydroxy-pyrrolidine-1-carboxylic acid tert-butyl ester

: 536976-79-1
(6R,7aR)-6-[3-(4-Benzyloxy-3-methoxy-phenyl)-propionyloxy]-hexahydro-pyrrolizine-1-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: 70 percent / (1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride; DMAP / CH₂Cl₂ / 0 °C

2.1: BF₃*OEt₂ / CH₂Cl₂ / -15 °C

2.2: 85 percent / NaHCO₃ / H₂O

With dmap; boron trifluoride diethyl etherate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane;
DOI:10.1016/S0040-4039(03)00070-4

Reference yield:

: 536976-77-9
2-(3-bromo-1-methoxycarbonyl-propyl)-4-(tert-butyl-diphenyl-silanyloxy)-pyrrolidine-1-carboxylic acid tert-butyl ester

: 536976-79-1
(6R,7aR)-6-[3-(4-Benzyloxy-3-methoxy-phenyl)-propionyloxy]-hexahydro-pyrrolizine-1-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: 87 percent / Bu₄NF / tetrahydrofuran / 0 °C

2.1: 70 percent / (1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride; DMAP / CH₂Cl₂ / 0 °C

3.1: BF₃*OEt₂ / CH₂Cl₂ / -15 °C

3.2: 85 percent / NaHCO₃ / H₂O

With dmap; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; dichloromethane;
DOI:10.1016/S0040-4039(03)00070-4