1-(1-Methylpyrrolidin-2-yl)propan-2-ol

Base Information

• Chemical Name: 1-(1-Methylpyrrolidin-2-yl)propan-2-ol
• CAS No.: 496-47-9
• Molecular Formula: C8H17NO
• Molecular Weight: 143.229
• NSC Number: 113095
• DSSTox Substance ID: DTXSID80964292
• Wikidata: Q104254451
• Mol file: 496-47-9.mol

Synonyms:hygroline;pseudohygroline

Chemical Property of 1-(1-Methylpyrrolidin-2-yl)propan-2-ol

Chemical Property:

• Vapor Pressure: 0.0792mmHg at 25°C
• Boiling Point: 200.7°Cat760mmHg
• Flash Point: 71.8°C
• Density: 0.943g/cm³
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 143.131014166
• Heavy Atom Count: 10
• Complexity: 105

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(CC1CCCN1C)O

Technology Process of 1-(1-Methylpyrrolidin-2-yl)propan-2-ol

There total 23 articles about 1-(1-Methylpyrrolidin-2-yl)propan-2-ol 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%

benzyl(2R)-2-[(2'R)-2'-hydroxypropyl]pyrrolidine-1-carboxylate → (+)-hygroline (496-47-9)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; for 8h; enantioselective reaction; Inert atmosphere; Reflux;

DOI:10.1016/j.tetlet.2015.06.012

Reference yield: 86.0%

(2R,2'R)-1-[N(1')-(tert-butoxycarbonyl)pyrrolidin-2'-yl]propan-2-ol (1202039-23-3) → (+)-hygroline (496-47-9)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; for 14h; Reflux; Inert atmosphere;

DOI:10.1021/jo4017343

Reference yield: 82.0%

(2R-(2S))-1-benzyloxycarbonyl-2-(2,3-epoxypropyl)pyrrolidine (197229-88-2) → (+)-hygroline (496-47-9)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; for 15h; Heating;

DOI:10.1016/S0957-4166(97)00348-0

upstream raw materials:

(2R-(2S))-1-benzyloxycarbonyl-2-(2,3-epoxypropyl)pyrrolidine

(R)-2-allyl-(N-benzyloxycarbonyl) pyrrolidine

N-(benzyloxycarbonyl)-(5R)-5-[(2S)-2,3-dihydroxyprop-1-yl]pyrrolidine

tert-butyl pyrrolidine-1-carboxylate

Refernces

• 1、 Liniger, Marc,Estermann, Katja,Altmann, Karl-Heinz. "Total synthesis of hygrolines and pseudohygrolines". . p. 11066 - 11070. Retrieved 2013/11/19.
• 2、 Shono, Tatsuya,Matsumura, Yoshihiro,Tsubata, Kenji. "Electroorganic Chemistry. 46. A New Carbon-Carbon Bond Forming Reaction at the α-Position of Amines Utilizing Anodic Oxidation as a Key Step". . p. 1172 - 1176. Retrieved 2007/10/02.