(2S)-2-(2-methoxypropan-2-yl)pyrrolidine

Base Information

• Chemical Name: (2S)-2-(2-methoxypropan-2-yl)pyrrolidine
• CAS No.: 118971-00-9
• Molecular Formula: C8H17 N O
• Molecular Weight: 143.22700
• DSSTox Substance ID: DTXSID20369782
• Nikkaji Number: J1.756.951A
• Wikidata: Q72490452
• Mol file: 118971-00-9.mol

Synonyms:118971-00-9;(2S)-2-(2-methoxypropan-2-yl)pyrrolidine;(S)-2-(2-Methoxypropan-2-yl)pyrrolidine;(S)-2-(1-METHOXY-1-METHYL-ETHYL)-PYRROLIDINE;(S)-2-(1-METHOXY-1-methylethyl)PYRROLIDINE;Pyrrolidine, 2-(1-methoxy-1-methylethyl)-, (2S)-;SCHEMBL17400555;DTXSID20369782;AMY16077;MFCD06799053;AKOS006343085;DS-10891;2alpha-(1-Methyl-1-methoxyethyl)pyrrolidine;CS-0341515;Pyrrolidine,2-(1-methoxy-1-methylethyl)-,(2S)-

Chemical Property of (2S)-2-(2-methoxypropan-2-yl)pyrrolidine

Chemical Property:

• Vapor Pressure: 1.26mmHg at 25°C
• Boiling Point: 173.5oC at 760 mmHg
• PKA: 10.85±0.10(Predicted)
• Flash Point: 65.4oC
• PSA: 21.26000
• Density: 0.91g/cm3
• LogP: 1.49220
• Storage Temp.: 2-8°C(protect from light)
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 143.131014166
• Heavy Atom Count: 10
• Complexity: 112

Purity/Quality:

99% ^*data from raw suppliers

(S)-2-(1-Methoxy-1-methyl-ethyl)-pyrrolidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C1CCCN1)OC
• Isomeric SMILES: CC(C)([C@@H]1CCCN1)OC

Technology Process of (2S)-2-(2-methoxypropan-2-yl)pyrrolidine

There total 11 articles about (2S)-2-(2-methoxypropan-2-yl)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: 87.0%

(S)-(-)-1-benzyl-2-(1-methoxy-1-methylethyl)-pyrrolidine (118970-96-0) → (S)-(-)-2-(1-methoxy-1-methylethyl)-pyrrolidine (118971-00-9,160142-25-6)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; Ambient temperature;

Reference yield: 86.0%

(S)-N-formyl-2-(1-methoxy-1-methylethyl)pyrrolidine (129173-93-9) → (S)-(-)-2-(1-methoxy-1-methylethyl)-pyrrolidine (118971-00-9,160142-25-6)

Guidance literature:

With potassium hydroxide; for 1.5h; Heating;

DOI:10.1021/ja00175a030

Reference yield:

(2S)-N-Benzyloxycarbony-2-(1'-hydroxy-1'-methylethyl)pyrrolidine (51207-68-2) → (S)-(-)-2-(1-methoxy-1-methylethyl)-pyrrolidine (118971-00-9,160142-25-6)

Guidance literature:

Multi-step reaction with 4 steps

1: 86 percent / H₂ / 5percent Pd/C / methanol / 3 h / Ambient temperature

2: 90 percent / CH₂Cl₂ / 48 h / Ambient temperature

3: 1.) sodium hydride, DMSO, triphenylmethane / 1.) RT, 2.) 10 min

4: 86 percent / 10percent KOH / 1.5 h / Heating

With potassium hydroxide; triphenylmethane; hydrogen; sodium hydride; dimethyl sulfoxide; palladium on activated charcoal; In methanol; dichloromethane;

DOI:10.1021/ja00175a030

upstream raw materials:

(S)-N-formyl-2-(1-methoxy-1-methylethyl)pyrrolidine

(S)-(-)-1-benzyl-2-(1-methoxy-1-methylethyl)-pyrrolidine

(2S,3R)-1-[(S)-2-(1-Methoxy-1-methyl-ethyl)-pyrrolidin-1-yl]-5-methyl-1,2,3,4-tetrahydro-pyridine-2,3-dicarboxylic acid dimethyl ester

(S)-(-)-1-amino-2-(1'-methoxy-1'-methylethyl)pyrrolidine

Downstream raw materials:

(S)-N-<2-(hydroxymethyl)benzoyl>-2-(1-methoxy-1-methylethyl)pyrrolidine

(S)-2-(1-methoxy-1-methylethyl)-1-(2-formylbenzoyl)pyrrolidine

1-[(S)-2-(1-methoxy-1-methylethyl)pyrrolidin-1-yl]-2-methyl-3-phenylpropan-1-thione

N-<(S)-1-Benzyl-1-methyl-2-<(S)-2-(1-methoxy-1-methylethyl)pyrrolidin-1-yl>-2-thioxoethyl>benzamid

Refernces

• 1、 Bucher,Linden,Heimgartner. "Optically active 3-amino-2H-azirines as synthons for enantiomerically pure α,α-disubstituted α-amino acids: Synthesis of the α-methylphenylalanine synthons and some model peptides". . p. 935 - 946. Retrieved 2007/10/02.
• 2、 Enders, Dieter,Kipphardt, Helmut,Gerdes, Peter,Brena-Valle, Leonardo J.,Bhushan, Vidya. "LARGE SCALE PREPARATION OF VERSATILE CHIRAL AUXILIARIES DERIVED FROM (S)-PROLINE". . p. 691 - 704. Retrieved 2007/10/02.