Methyl 2-hydroxypyrrolidine-1-carboxylate

Base Information

• Chemical Name: Methyl 2-hydroxypyrrolidine-1-carboxylate
• CAS No.: 86953-80-2
• Molecular Formula: C6H11 N O3
• Molecular Weight: 145.158
• DSSTox Substance ID: DTXSID801211127
• Nikkaji Number: J1.151.480D
• Mol file: 86953-80-2.mol

Synonyms:86953-80-2;Methyl 2-hydroxypyrrolidine-1-carboxylate;SCHEMBL7010872;1-Pyrrolidinecarboxylicacid,2-hydroxy-,methylester(9CI);DTXSID801211127;2-Hydroxypyrrolidine-1-carboxylic acid methyl ester;1-Pyrrolidinecarboxylic acid, 2-hydroxy-, methyl ester

Chemical Property of Methyl 2-hydroxypyrrolidine-1-carboxylate

Chemical Property:

• PSA: 49.77000
• LogP: 0.10490
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 145.07389321
• Heavy Atom Count: 10
• Complexity: 137

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)N1CCCC1O

Technology Process of Methyl 2-hydroxypyrrolidine-1-carboxylate

There total 9 articles about Methyl 2-hydroxypyrrolidine-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: 99.0%

(S)-1-(methoxycarbonyl)pyrrolidine-2-carboxylic acid (74761-41-4,134250-76-3) → methyl 2-hydroxy-1-pyrrolidinecarboxylate (86953-80-2)

Guidance literature:

With [bis(acetoxy)iodo]benzene; iodine; In dichloromethane; at 20 ℃; for 2h;

DOI:10.1016/S0040-4039(99)01180-6

Reference yield: 91.0%

allyl-trimethyl-silane (762-72-1) + (S)-1-(methoxycarbonyl)pyrrolidine-2-carboxylic acid (74761-41-4,134250-76-3) → methyl 2-(2-propenyl)pyrrolidinecarboxylate (97316-71-7) + methyl 2-hydroxy-1-pyrrolidinecarboxylate (86953-80-2)

Guidance literature:

(S)-1-(methoxycarbonyl)pyrrolidine-2-carboxylic acid; With [bis(acetoxy)iodo]benzene; iodine; In dichloromethane; at 20 ℃; for 3h;

allyl-trimethyl-silane; With boron trifluoride diethyl etherate; at 20 ℃; for 4h; Further stages.;

DOI:10.1021/jo000356t

Reference yield: 80.0%

methanol (67-56-1) + (S)-1-(methoxycarbonyl)pyrrolidine-2-carboxylic acid (74761-41-4,134250-76-3) → methyl 2-hydroxy-1-pyrrolidinecarboxylate (86953-80-2) + methyl 2-methoxypyrrolidine-1-carboxylate (56475-88-8)

Guidance literature:

(S)-1-(methoxycarbonyl)pyrrolidine-2-carboxylic acid; With [bis(acetoxy)iodo]benzene; iodine; In dichloromethane; at 20 ℃; for 3h;

methanol; at 20 ℃; for 0.75h; Further stages.;

DOI:10.1021/jo000356t

upstream raw materials:

N-(methoxycarbonyl)pyrrolidine

methyl 2-methoxypyrrolidine-1-carboxylate

(S)-1-(methoxycarbonyl)pyrrolidine-2-carboxylic acid

methanol

Downstream raw materials:

1-benzyl-3-bromo-5-(1-(methoxycarbonyl)pyrrolidin-2-yl)pyridin-1-ium trifluoromethanesulfonate

C₁₈H₂₁BrN₂O₃

3-bromo-1-(4-methoxybenzyl)-5-(1-(methoxycarbonyl)pyrrolidin-2-yl)pyridin-1-ium trifluoromethanesulfonate

3-methoxy-1-(4-methoxybenzyl)-5-(1-(methoxycarbonyl)pyrrolidin-2-yl)pyridin-1-ium trifluoromethanesulfonate