Methyl pyrrolidine-2-carboxylate hydrochloride

Base Information

• Chemical Name: Methyl pyrrolidine-2-carboxylate hydrochloride
• CAS No.: 65365-28-8
• Molecular Formula: C₆H₁₁NO₂*ClH
• Molecular Weight: 165.62
• Hs Code.: 29339900
• Mol file: 65365-28-8.mol

Synonyms:D-Proline,methyl ester, hydrochloride (9CI);(R)-Proline methyl ester hydrochloride;Methyl (R)-pyrrolidine-2-carboxylate hydrochloride;

Chemical Property of Methyl pyrrolidine-2-carboxylate hydrochloride

Chemical Property:

• Appearance/Colour: Crystalline
• Melting Point: 69-71 °C
• Refractive Index: 32 ° (C=1, H2O)
• Boiling Point: 213.6 °C at 760 mmHg
• Flash Point: 83 °C
• PSA: 38.33000
• LogP: 1.04220
• Storage Temp.: -15°C
• Sensitive.: Hygroscopic
• Solubility.: Methanol (Slightly), Water (Slightly, Sonicated)

Purity/Quality:

97% ^*data from raw suppliers

D-Proline methyl ester hydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R36/38:Irritating to eyes and skin.
• Hazard Codes: Xi
• Statements: 36/38-36/37/38
• Safety Statements: 26-36-28

MSDS Files:

SDS file from LookChem

Useful:

• Uses: D-Proline Methyl Ester is a methyl ester of D-Proline (P755990) which is used in the synthesis of (R)-(+)-N-Boc-Pipecolic Acid, (S)-(-)-Coniine, (S)-(+)-Pelletierine, (+)-.beta.-Conhydrine, and (S)-(-)-Ropivacaine and formal synthesis of (-)-Lasubine II and (+)-Cermizine C.

Technology Process of Methyl pyrrolidine-2-carboxylate hydrochloride

There total 6 articles about Methyl pyrrolidine-2-carboxylate hydrochloride 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: 98.0%

methanol (67-56-1) + rac-Pro-OH (609-36-9,25191-13-3,37159-97-0,4305-67-3,4607-28-7) → methyl pyrrolidine-2-carboxylate hydrochloride (2133-40-6,65365-28-8,79397-50-5)

Guidance literature:

With thionyl chloride; at 0 - 20 ℃; for 20h;

DOI:10.1002/chem.202005351

Reference yield: 88.0%

(+/-)-N-tert-butoxycarbonylproline methyl ester (145681-01-2) → methyl pyrrolidine-2-carboxylate hydrochloride (2133-40-6,65365-28-8,79397-50-5)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; at 0 - 20 ℃; for 5h;

Reference yield:

rac-Pro-OH (609-36-9,25191-13-3,37159-97-0,4305-67-3,4607-28-7) → methyl pyrrolidine-2-carboxylate hydrochloride (2133-40-6,65365-28-8,79397-50-5)

Guidance literature:

With thionyl chloride; In methanol;

upstream raw materials:

methanol

rac-Pro-OH

N-tert-butoxycarbonyl-proline

L-proline

Downstream raw materials:

N-<(R)-2-Methoxy-2-(trifluoromethyl)phenylacetyl>-(R,S)-Pro-OMe

1-[2-(4-Chloro-phenoxy)-acetyl]-pyrrolidine-2-carboxylic acid methyl ester

N-[(Phenylmethoxy)carbonyl]-L-valyl-L-proline methyl ester

methyl N-benzyloxycarbonyl-4,5-dihydropyrrole-2-carboxylate

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