(2S,3S)-3-methylpyrrolidine-2-carboxylic Acid

Base Information

• Chemical Name: (2S,3S)-3-methylpyrrolidine-2-carboxylic Acid
• CAS No.: 10512-89-7
• Molecular Formula: C6H11 N O2
• Molecular Weight: 129.16
• Hs Code.: 29339900
• European Community (EC) Number: 811-868-2
• DSSTox Substance ID: DTXSID20369267
• Nikkaji Number: J505.269F
• Wikidata: Q72497161
• ChEMBL ID: CHEMBL4091662
• Mol file: 10512-89-7.mol

Synonyms:(2S,3S)-3-methylpyrrolidine-2-carboxylic Acid;10512-89-7;L-Proline, 3-methyl-, (3S)-;TRANS-3-METHYL-L-PROLINE;trans-3-methylproline;3beta-Methyl-L-proline;(3S)-3-methyl-L-proline;(2S,3S)-3-Methyl-pyrrolidine-2-carboxylic acid;SCHEMBL312744;CHEMBL4091662;DTXSID20369267;CNPSFBUUYIVHAP-WHFBIAKZSA-N;MFCD00142987;AKOS006346788;AKOS015840320;AT30163;AC-15699;AC-31230;AS-79811;CS-0089000;(2S,3S)-3-Methylpyrrolidine-2-carboxylicacid;D74783;TRANS-3-METHYLPYRROLIDINE-2-CARBOXYLIC ACID;(2S,3S)-3-Methylpyrrolidine-2-carboxylic acid, AldrichCPR;L-trans-3-Methylproline, (2S,3S)-3-Methyl-pyrroline-2-carboxylic acid;52485-04-8

Chemical Property of (2S,3S)-3-methylpyrrolidine-2-carboxylic Acid

Chemical Property:

• Vapor Pressure: 0.00694mmHg at 25°C
• Refractive Index: 1.4300 (estimate)
• Boiling Point: 250.2°Cat760mmHg
• Flash Point: 105.1°C
• PSA: 49.33000
• Density: 1.104g/cm³
• LogP: 0.39780
• Storage Temp.: 2-8°C(protect from light)
• XLogP3: -1.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 129.078978594
• Heavy Atom Count: 9
• Complexity: 124

Purity/Quality:

97% ^*data from raw suppliers

(2S,3S)-3-Methylpyrrolidine-2-carboxylicacid 95+% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi,Xn
• Statements: 36/37/38-22
• Safety Statements: 37/39-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1CCNC1C(=O)O
• Isomeric SMILES: C[C@H]1CCN[C@@H]1C(=O)O

Technology Process of (2S,3S)-3-methylpyrrolidine-2-carboxylic Acid

There total 38 articles about (2S,3S)-3-methylpyrrolidine-2-carboxylic Acid 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: 90.0%

methyl (2S,3S)-N-tert-butoxycarbonyl-3-methylprolinate (1101927-73-4) → (2S,3S)-3-methylproline (10512-89-7)

Guidance literature:

methyl (2S,3S)-N-tert-butoxycarbonyl-3-methylprolinate; With hydrogenchloride; In water; for 3h; Reflux;

With ammonium hydroxide; dowex 50Wx₈; In water;

DOI:10.1016/j.tet.2008.10.092

Reference yield:

C6H9NO2 → (2S,3S)-3-methylproline (10512-89-7)

Guidance literature:

With borane-ammonia complex; C₆H₁₃NO₃; In aq. phosphate buffer; for 0.5h;

DOI:10.1016/j.tet.2019.04.009

Reference yield:

L-isoleucine (73-32-5,959215-79-3,18875-42-8) → (2S,3S)-3-methylproline (10512-89-7) + 4-hydroxyisoleucine γ-lactone (168610-73-9,681230-42-2,695148-12-0,697797-11-8) + (3S,4S)-3-Amino-4-ethyl-dihydro-furan-2-one (771467-22-2)

Guidance literature:

With potassium tetrachloroplatinate; copper dichloride; In water; at 160 ℃; for 10h; Title compound not separated from byproducts.;

DOI:10.1021/ja016280f

upstream raw materials:

crotonic acid methyl ester

tert-butyl ((1R,4R)-bornylideneamino)acetate

N-chloro-(2S,3S)-amino-3-methyl-pentanoic acid ethyl ester

(2S,3S)-1-(tert-butoxycarbonyl)-3-methylpyrrolidine-2-carboxylic acid

Downstream raw materials:

N-(benzyloxycarbonyl)-3(S)-methyl-L-proline

1-[N-(benzyloxycarbonyl)-3(S)-methyl-L-prolyl]pyrrolidine

(2S,3R)-3-hydroxy-3-methylpyrrolidine-2-carboxylic acid

(2S,3S)-tert-butyl 2-(hydroxymethyl)-3-methylpyrrolidine-1-carboxylate