tert-butyl 4-((3R,4S)-4-(benzyloxy)-3-hydroxy-2-oxopyrrolidin-1-yl)piperidine-1-carboxylate

Base Information

Chemical Name:tert-butyl 4-((3R,4S)-4-(benzyloxy)-3-hydroxy-2-oxopyrrolidin-1-yl)piperidine-1-carboxylate
CAS No.:1351168-18-7
Molecular Formula:C₂₁H₃₀N₂O₅
Molecular Weight:390.48
Hs Code.:

Synonyms:tert-butyl 4-((3R,4S)-4-(benzyloxy)-3-hydroxy-2-oxopyrrolidin-1-yl)piperidine-1-carboxylate

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Chemical Property of tert-butyl 4-((3R,4S)-4-(benzyloxy)-3-hydroxy-2-oxopyrrolidin-1-yl)piperidine-1-carboxylate

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Technology Process of tert-butyl 4-((3R,4S)-4-(benzyloxy)-3-hydroxy-2-oxopyrrolidin-1-yl)piperidine-1-carboxylate

There total 5 articles about tert-butyl 4-((3R,4S)-4-(benzyloxy)-3-hydroxy-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: 47.4%

: 1351168-17-6
(R)-2-(benzyloxy)-2-((R)-2,2-dimethyl-5-oxo-1,3-dioxolan-4-yl)acetaldehyde

: 87120-72-7
1-(tert-butoxycarbonyl)-4-aminopiperidine

: 1351168-18-7
tert-butyl 4-((3R,4S)-4-(benzyloxy)-3-hydroxy-2-oxopyrrolidin-1-yl)piperidine-1-carboxylate

Guidance literature:: (R)-2-(benzyloxy)-2-((R)-2,2-dimethyl-5-oxo-1,3-dioxolan-4-yl)acetaldehyde; 1-(tert-butoxycarbonyl)-4-aminopiperidine; With acetic acid; In 1,2-dichloro-ethane; at 20 ℃; for 0.25h;

With sodium tris(acetoxy)borohydride; In 1,2-dichloro-ethane; at 20 ℃; for 2h;

With water; sodium hydrogencarbonate; In 1,2-dichloro-ethane;

Reference yield:

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

: 1351168-18-7
tert-butyl 4-((3R,4S)-4-(benzyloxy)-3-hydroxy-2-oxopyrrolidin-1-yl)piperidine-1-carboxylate

Guidance literature:: Multi-step reaction with 5 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

With triethylsilane; dmap; lithium hydroxide monohydrate; water; toluene-4-sulfonic acid; acetic acid; dicyclohexyl-carbodiimide; palladium 10% on activated carbon; In tetrahydrofuran; dichloromethane; 1,2-dichloro-ethane;

Reference yield:

: 104211-04-3
L-O-monobenzyl tartaric acid

: 1351168-18-7
tert-butyl 4-((3R,4S)-4-(benzyloxy)-3-hydroxy-2-oxopyrrolidin-1-yl)piperidine-1-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

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

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

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

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

4.2: 2 h / 20 °C

With triethylsilane; dmap; toluene-4-sulfonic acid; acetic acid; dicyclohexyl-carbodiimide; palladium 10% on activated carbon; In dichloromethane; 1,2-dichloro-ethane;