((1S,2R)-2-Hydroxymethyl-1-phenyl-cyclopropyl)-pyrrolidin-1-yl-methanone

Base Information

Chemical Name:((1S,2R)-2-Hydroxymethyl-1-phenyl-cyclopropyl)-pyrrolidin-1-yl-methanone
CAS No.:459143-35-2
Molecular Formula:C₁₅H₁₉NO₂
Molecular Weight:245.321
Hs Code.:

Synonyms:((1S,2R)-2-Hydroxymethyl-1-phenyl-cyclopropyl)-pyrrolidin-1-yl-methanone

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Chemical Property of ((1S,2R)-2-Hydroxymethyl-1-phenyl-cyclopropyl)-pyrrolidin-1-yl-methanone

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Technology Process of ((1S,2R)-2-Hydroxymethyl-1-phenyl-cyclopropyl)-pyrrolidin-1-yl-methanone

There total 1 articles about ((1S,2R)-2-Hydroxymethyl-1-phenyl-cyclopropyl)-pyrrolidin-1-yl-methanone 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%

: 123-75-1
pyrrolidine

: 63106-93-4,96847-52-8,96847-75-5,96847-53-9
(1S,5R)-1-phenyl-3-oxabicyclo[3.1.0]hexan-2-one

: 459143-35-2
((1S,2R)-2-Hydroxymethyl-1-phenyl-cyclopropyl)-pyrrolidin-1-yl-methanone

Guidance literature:: With aluminium trichloride; In dichloromethane; at 20 ℃; for 24h;
DOI:10.1016/S0968-0896(02)00030-5

Reference yield: 96.0%

: 459143-35-2
((1S,2R)-2-Hydroxymethyl-1-phenyl-cyclopropyl)-pyrrolidin-1-yl-methanone

: 459143-42-1
(1R,2S)-2-Phenyl-2-(pyrrolidine-1-carbonyl)-cyclopropanecarbaldehyde

Guidance literature:: With oxalyl dichloride; dimethyl sulfoxide; triethylamine; In dichloromethane; at -78 ℃;
DOI:10.1016/S0968-0896(02)00030-5

Reference yield:

: 459143-35-2
((1S,2R)-2-Hydroxymethyl-1-phenyl-cyclopropyl)-pyrrolidin-1-yl-methanone

: [(1S,2R)-2-((S)-1-Amino-propyl)-1-phenyl-cyclopropyl]-pyrrolidin-1-yl-methanone; hydrochloride

Guidance literature:: Multi-step reaction with 4 steps

1.1: 96 percent / (COCl)2; DMSO; Et₃N / CH₂Cl₂ / -78 °C

2.1: 82 percent / tetrahydrofuran; diethyl ether / 3 h / -15 °C

3.1: PPh₃CBr₄ / hexamethylphosphoric acid triamide / 0.5 h / 0 °C

3.2: 86 percent / NaN₃ / hexamethylphosphoric acid triamide / 6 h / 20 °C

4.1: 69 percent / H₂ / 10 percent Pd/C / methanol / 18 h / 20 °C / atmospheric pressure

With oxalyl dichloride; carbon tetrabromide; hydrogen; dimethyl sulfoxide; triethylamine; triphenylphosphine; palladium on activated charcoal; In tetrahydrofuran; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; diethyl ether; dichloromethane; 1.1: Swern oxidation / 2.1: Grignard reaction;
DOI:10.1016/S0968-0896(02)00030-5