(R)-tert-Butyl 4-hydroxy-2-oxopyrrolidine-1-carboxylate

Base Information

• Chemical Name: (R)-tert-Butyl 4-hydroxy-2-oxopyrrolidine-1-carboxylate
• CAS No.: 320343-60-0
• Molecular Formula: C9H15NO4
• Molecular Weight: 201.222
• Hs Code.: 2933790090
• European Community (EC) Number: 687-271-4
• Mol file: 320343-60-0.mol

Synonyms:320343-60-0;(R)-tert-Butyl 4-hydroxy-2-oxopyrrolidine-1-carboxylate;(R)-1-BOC-4-HYDROXY-2-PYRROLIDINONE;TERT-BUTYL (4R)-4-HYDROXY-2-OXOPYRROLIDINE-1-CARBOXYLATE;[R]-1-Boc-4-Hydroxy-2-pyrrolidinone;(R)-(+)-1-BOC-4-HYDROXY-2-PYRROLIDINONE;SCHEMBL18878053;tert-butyl (R)-4-hydroxy-2-oxopyrrolidine-1-carboxylate;AMY37672;VMA34360;MFCD08561116;AKOS025147296;(4R)-1-Boc-4-hydroxy-2-pyrrolidinone;CS-0450950;(R)-1-Boc-4-hydroxy-2-pyrrolidinone, 97%;EN300-6489574;A875736;(R)-tert-Butyl4-hydroxy-2-oxopyrrolidine-1-carboxylate

Chemical Property of (R)-tert-Butyl 4-hydroxy-2-oxopyrrolidine-1-carboxylate

Chemical Property:

• Vapor Pressure: 1.18E-06mmHg at 25°C
• Melting Point: 136-141°C
• Boiling Point: 360.6oC at 760 mmHg
• PKA: 13.47±0.20(Predicted)
• Flash Point: 171.9oC
• PSA: 66.84000
• Density: 1.254g/cm3
• LogP: 0.45260
• Storage Temp.: 2-8°C
• XLogP3: 0
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 201.10010796
• Heavy Atom Count: 14
• Complexity: 256

Purity/Quality:

97% ^*data from raw suppliers

(R)-1-Boc-4-hydroxy-2-pyrrolidinone 97% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38-52/53
• Safety Statements: 26-61

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N1CC(CC1=O)O
• Isomeric SMILES: CC(C)(C)OC(=O)N1C[C@@H](CC1=O)O

Technology Process of (R)-tert-Butyl 4-hydroxy-2-oxopyrrolidine-1-carboxylate

There total 4 articles about (R)-tert-Butyl 4-hydroxy-2-oxopyrrolidine-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: 100.0%

4-benzyloxy-2-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester (536976-91-7) → (R)-N-tert-butoxycarbonyl-4-hydroxy-pyrrolidin-2-one (320343-60-0,320343-58-6)

Guidance literature:

palladium; In methanol; formic acid; at 45 ℃;

DOI:10.1016/S0040-4039(03)00070-4

Reference yield: 68.0%

tert-butyl (R)-4-((tert-butyldimethylsilyl)oxy)-2-oxopyrrolidine-1-carboxylate (228267-20-7) → (R)-N-tert-butoxycarbonyl-4-hydroxy-pyrrolidin-2-one (320343-60-0,320343-58-6)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 2h; Inert atmosphere;

DOI:10.1016/j.bmc.2020.115854

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → (R)-N-tert-butoxycarbonyl-4-hydroxy-pyrrolidin-2-one (320343-60-0,320343-58-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 100 percent / DMAP; Et₃N / CH₂Cl₂ / 0 °C

2: 100 percent / Pd (black) / formic acid; methanol / 45 °C

With dmap; triethylamine; palladium; In methanol; formic acid; dichloromethane;

DOI:10.1016/S0040-4039(03)00070-4

upstream raw materials:

tert-butyl (R)-4-((tert-butyldimethylsilyl)oxy)-2-oxopyrrolidine-1-carboxylate

4-benzyloxy-2-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester

tert-butyl 2-oxopyrrolidine-1-carboxylate

di-tert-butyl dicarbonate

Downstream raw materials:

4-(tert-butyl-diphenyl-silanyloxy)-2-{1-[2-(4-methoxy-benzyloxy)-ethyl]-allyl}-pyrrolidine-1-carboxylic acid tert-butyl ester

4-(tert-butyl-diphenyl-silanyloxy)-2-[1-(2-hydroxy-ethyl)-allyl]-pyrrolidine-1-carboxylic acid tert-butyl ester

2-[1-(2-bromo-ethyl)-allyl]-4-(tert-butyl-diphenyl-silanyloxy)-pyrrolidine-1-carboxylic acid tert-butyl ester

4-(tert-butyl-diphenyl-silanyloxy)-2-hydroxy-pyrrolidine-1-carboxylic acid tert-butyl ester