(S)-(+)-2-(Methoxymethyl)pyrrolidine

Base Information

• Chemical Name: (S)-(+)-2-(Methoxymethyl)pyrrolidine
• CAS No.: 63126-47-6
• Molecular Formula: C6H13 N O
• Molecular Weight: 115.175
• Hs Code.: 2933990090
• European Community (EC) Number: 626-212-9
• DSSTox Substance ID: DTXSID101291148
• Nikkaji Number: J578.950H
• Mol file: 63126-47-6.mol

Synonyms:63126-47-6;(S)-2-(Methoxymethyl)pyrrolidine;(S)-(+)-2-(Methoxymethyl)pyrrolidine;O-Methyl-L-prolinol;(2S)-2-(methoxymethyl)pyrrolidine;(s)-2-methoxymethyl-pyrrolidine;(S)-2-METHOXYMETHYLPYRROLIDINE;PYRROLIDINE, 2-(METHOXYMETHYL)-, (2S)-;(S)-(+)-2-(METHOXYMETHYL)PYRRPLIDINE;(S)-(+)-2-(Methoxymethyl)pyrrolidine, 98.5%;2-(Methoxymethyl)pyrrolidine #;(S)-(+)-2-(Methoxymethyl)pyrolidine;C(OC)C1CCCN1;H-PRO-OL(ME);SCHEMBL60633;2-(S)-methoxymethylpyrrolidine;2-(s)-methoxymethyl-pyrrolidine;(2S)-2-methoxymethylpyrrolidine;(S)-2-methoxymethyl pyrrolidine;(S)-2-(methoxymethyl)pyrrolidin;2alpha-(Methoxymethyl)pyrrolidine;(2S)-2-methoxymethyl-pyrrolidine;CHEBI:131426;DTXSID101291148;(S)-2-(Methoxymethyl)-pyrrolidine;MFCD00010408;AKOS006237376;AKOS015851527;CS-W002057;(+)-(S)-2-(Methoxymethyl)pyrrolidine;(S)-(-)-2-(methoxymethyl)pyrrolidine;(S)-(+)-2-(methoxymethy) pyrrolidine;(S)-(+)-2-(methoxymethyl)-pyrrolidine;AC-23477;AS-11139;AM20100559;M1161;(S)-(+)-2-(Methoxymethyl)pyrrolidine, 99%;EN300-318141;A868239;Q-102847

Chemical Property of (S)-(+)-2-(Methoxymethyl)pyrrolidine

Chemical Property:

• Appearance/Colour: clear colorless to yellow liquid
• Vapor Pressure: 5.73mmHg at 25°C
• Refractive Index: n20/D 1.446
• Boiling Point: 62 °C40 mm Hg(lit.)，141.9 °C at 760 mmHg
• PKA: 10.01±0.10(Predicted)
• Flash Point: 45 ºC
• PSA: 21.26000
• Density: 0.933
• LogP: 0.71360
• Storage Temp.: Store at 0-5°C
• Sensitive.: Air Sensitive
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 115.099714038
• Heavy Atom Count: 8
• Complexity: 65.5

Purity/Quality:

99% ^*data from raw suppliers

O-Methyl-L-Prolinol ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 10-36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COCC1CCCN1
• Isomeric SMILES: COC[C@@H]1CCCN1
• Uses: (S)-(+)-2-(Methoxymethyl)pyrrolidine may be used to prepare planar chiral 2-phospha[3]ferrocenophanes. It may also be used as an organocatalyst in the cross-aldol reaction of dihydroxyacetone with p-nitrobenzaldehyde to form the corresponding polyol. SMP reacts with benzoylformic acid to form (S)-N-benzoylformyl-2-(methoxymethyl)-pyrrolidine.

Technology Process of (S)-(+)-2-(Methoxymethyl)pyrrolidine

There total 37 articles about (S)-(+)-2-(Methoxymethyl)pyrrolidine 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:

2-methoxymethylpyrrolidine-1-carboxylic acid tert-butyl ester (916049-16-6) → (2S)-2-(methoxymethyl)-1-pyrrolidine (63126-47-6)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 1.5h;

DOI:10.1021/jm051217c

Reference yield:

(S)-1-Pyrrolidin-2-yl-methanol (23356-96-9) + methyl iodide (74-88-4) → (2S)-2-(methoxymethyl)-1-pyrrolidine (63126-47-6)

Guidance literature:

(S)-1-Pyrrolidin-2-yl-methanol; With sodium hydride; In dichloromethane; at 0 ℃; for 1h;

methyl iodide; In dichloromethane; at 0 ℃; for 1h;

Reference yield:

(R)-(+)-1-formyl-2-hydroxymethylpyrrolidine + methyl iodide (74-88-4) → (2S)-2-(methoxymethyl)-1-pyrrolidine (63126-47-6)

Guidance literature:

(R)-(+)-1-formyl-2-hydroxymethylpyrrolidine; methyl iodide; With sodium hydride; In tetrahydrofuran; mineral oil; at -60 ℃; Inert atmosphere; Reflux;

With potassium hydroxide; In water; for 5h; Inert atmosphere; Reflux;

DOI:10.1021/jacs.1c07135

upstream raw materials:

methanol

5-(S)-<3.3.0>-1-aza-2-thia-3-oxabicyclooctane-2,2-dioxide

(S)-2-(methoxymethyl)pyrrolidine-1-carbaldehyde

(1S,2S,2'S)-2-<2<(trimethylsilyl)ethoxy>ethyl>-1-methyl-1-<<2'-(methoxymethyl)pyrrolidinyl>carbonyl>cyclohexane

Downstream raw materials:

(S)-4-(2-methoxymethyl)pyrrolidino-5,6-dihydro-2H-thiopyran

2-pyridine

(S)-(-)-1-Cinnamyl-(2-methoxymethyl)pyrrolidin

2-((S)-2-Methoxymethyl-pyrrolidin-1-yl)-cyclopent-2-enone

Refernces

• 1、 Ahles, Sebastian,Beeck, Sebastian,Wegner, Hermann A.. "Orthogonal Catalysis for an Enantioselective Domino Inverse-Electron Demand Diels?Alder/Substitution Reaction". . . Retrieved 2021/12/09.
• 2、 Liang, Hao,Vasamsetty, Laxmaiah,Li, Teng,Jiang, Jijun,Pang, Xingying,Wang, Jun. "A New Class of C2-Symmetric Chiral Cyclopentadienyl Ligand Derived from Ferrocene Scaffold: Design, Synthesis and Application". supporting information. p. 14546 - 14550. Retrieved 2020/10/15.