tert-butyl 4-((3S,4S)-4-(benzyloxy)-3-(2-fluoro-4-(methylsulfonyl)phenoxy)-2-oxopyrrolidin-1-yl)piperidine-1-carboxylate

Base Information

Chemical Name:tert-butyl 4-((3S,4S)-4-(benzyloxy)-3-(2-fluoro-4-(methylsulfonyl)phenoxy)-2-oxopyrrolidin-1-yl)piperidine-1-carboxylate
CAS No.:1351168-21-2
Molecular Formula:C₂₈H₃₅FN₂O₇S
Molecular Weight:562.66
Hs Code.:

Synonyms:tert-butyl 4-((3S,4S)-4-(benzyloxy)-3-(2-fluoro-4-(methylsulfonyl)phenoxy)-2-oxopyrrolidin-1-yl)piperidine-1-carboxylate

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Chemical Property of tert-butyl 4-((3S,4S)-4-(benzyloxy)-3-(2-fluoro-4-(methylsulfonyl)phenoxy)-2-oxopyrrolidin-1-yl)piperidine-1-carboxylate

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Technology Process of tert-butyl 4-((3S,4S)-4-(benzyloxy)-3-(2-fluoro-4-(methylsulfonyl)phenoxy)-2-oxopyrrolidin-1-yl)piperidine-1-carboxylate

There total 8 articles about tert-butyl 4-((3S,4S)-4-(benzyloxy)-3-(2-fluoro-4-(methylsulfonyl)phenoxy)-2-oxopyrrolidin-1-yl)piperidine-1-carboxylate 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: 53.4%

: 1351168-20-1
tert-butyl 4-((3S,4S)-4-(benzyloxy)-3-(4-bromo-2-fluorophenoxy)-2-oxopyrrolidin-1-yl)piperidine-1-carboxylate

: 20277-69-4
sodium methansulfinate

: 1351168-21-2
tert-butyl 4-((3S,4S)-4-(benzyloxy)-3-(2-fluoro-4-(methylsulfonyl)phenoxy)-2-oxopyrrolidin-1-yl)piperidine-1-carboxylate

Guidance literature:: copper(I) triflate benzene complex; trans-1,2-cyclohexanediamine; In dimethyl sulfoxide; at 110 ℃; Inert atmosphere;

Reference yield:

: 119770-87-5,104211-01-0
(2R,3R)-diethyl 2-(benzyloxy)-3-hydroxysuccinate

: 1351168-21-2
tert-butyl 4-((3S,4S)-4-(benzyloxy)-3-(2-fluoro-4-(methylsulfonyl)phenoxy)-2-oxopyrrolidin-1-yl)piperidine-1-carboxylate

Guidance literature:: Multi-step reaction with 8 steps

1.1: water; lithium hydroxide monohydrate / tetrahydrofuran / 20 °C

2.1: toluene-4-sulfonic acid / 4 h / 20 °C

3.1: dmap; dicyclohexyl-carbodiimide / dichloromethane / 20 °C / Cooling with ice

4.1: triethylsilane / palladium 10% on activated carbon / dichloromethane / Inert atmosphere

5.1: acetic acid / 1,2-dichloro-ethane / 0.25 h / 20 °C

5.2: 2 h / 20 °C

6.1: triethylamine / tetrahydrofuran / 1 h

7.1: potassium carbonate / dimethyl sulfoxide / 70 °C / Inert atmosphere

8.1: trans-1,2-cyclohexanediamine; copper(I) triflate benzene complex / dimethyl sulfoxide / 110 °C / Inert atmosphere

With triethylsilane; dmap; lithium hydroxide monohydrate; water; potassium carbonate; toluene-4-sulfonic acid; acetic acid; triethylamine; dicyclohexyl-carbodiimide; copper(I) triflate benzene complex; palladium 10% on activated carbon; trans-1,2-cyclohexanediamine; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide; 1,2-dichloro-ethane;

Reference yield:

: 1351168-85-8
(R)-2-(benzyloxy)-2-((R)-2,2-dimethyl-5-oxo-1,3-dioxolan-4-yl)acetic acid

: 1351168-21-2
tert-butyl 4-((3S,4S)-4-(benzyloxy)-3-(2-fluoro-4-(methylsulfonyl)phenoxy)-2-oxopyrrolidin-1-yl)piperidine-1-carboxylate

Guidance literature:: Multi-step reaction with 6 steps

1.1: dmap; dicyclohexyl-carbodiimide / dichloromethane / 20 °C / Cooling with ice

2.1: triethylsilane / palladium 10% on activated carbon / dichloromethane / Inert atmosphere

3.1: acetic acid / 1,2-dichloro-ethane / 0.25 h / 20 °C

3.2: 2 h / 20 °C

4.1: triethylamine / tetrahydrofuran / 1 h

5.1: potassium carbonate / dimethyl sulfoxide / 70 °C / Inert atmosphere

6.1: trans-1,2-cyclohexanediamine; copper(I) triflate benzene complex / dimethyl sulfoxide / 110 °C / Inert atmosphere

With triethylsilane; dmap; potassium carbonate; acetic acid; triethylamine; dicyclohexyl-carbodiimide; copper(I) triflate benzene complex; palladium 10% on activated carbon; trans-1,2-cyclohexanediamine; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide; 1,2-dichloro-ethane;