(1R,2S)-2-aminomethyl-2-(4-chlorophenyl)cyclopropylmethanol

Base Information

• Chemical Name: (1R,2S)-2-aminomethyl-2-(4-chlorophenyl)cyclopropylmethanol
• CAS No.: 247102-92-7
• Molecular Formula: C₁₁H₁₄ClNO
• Molecular Weight: 211.691
• Mol file: 247102-92-7.mol

Synonyms:

Chemical Property of (1R,2S)-2-aminomethyl-2-(4-chlorophenyl)cyclopropylmethanol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1R,2S)-2-aminomethyl-2-(4-chlorophenyl)cyclopropylmethanol

There total 2 articles about (1R,2S)-2-aminomethyl-2-(4-chlorophenyl)cyclopropylmethanol 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:

(1S,2R)-1-(4-chlorophenyl)-2-hydroxymethylcyclopropane carboxamide (247102-91-6) → (1R,2S)-2-aminomethyl-2-(4-chlorophenyl)cyclopropylmethanol (247102-92-7)

Guidance literature:

With borane-THF; In tetrahydrofuran; for 7h; Heating;

DOI:10.1248/cpb.47.1188

Reference yield:

(1S,5R)-1-(4-chlorophenyl)-3-oxabicyclo[3.1.0]hexan-2-one (247102-85-8) → (1R,2S)-2-aminomethyl-2-(4-chlorophenyl)cyclopropylmethanol (247102-92-7)

Guidance literature:

Multi-step reaction with 2 steps

1: NH₃ gas / methanol / 0.33 h / -78 °C

2: BH₃*THF / tetrahydrofuran / 7 h / Heating

With borane-THF; ammonia; In tetrahydrofuran; methanol; 1: ammonolysis / 2: Reduction;

DOI:10.1248/cpb.47.1188

Reference yield:

(1R,2S)-2-aminomethyl-2-(4-chlorophenyl)cyclopropylmethanol (247102-92-7) → (1R,5S)-5-(4-Chloro-phenyl)-3-aza-bicyclo[3.1.0]hexan-2-one

Guidance literature:

Multi-step reaction with 3 steps

1: CH₂Cl₂ / 4 h / 20 °C

2: PDC; 4 Angstroem molecular sieves / CH₂Cl₂ / 4 h / 20 °C

3: TFA / CH₂Cl₂ / 8 h / 20 °C

With dipyridinium dichromate; 4 A molecular sieve; trifluoroacetic acid; In dichloromethane; 1: Acylation / 2: Oxidation / 3: acidolysis;

DOI:10.1248/cpb.47.1188

upstream raw materials:

(1S,2R)-1-(4-chlorophenyl)-2-hydroxymethylcyclopropane carboxamide

(1S,5R)-1-(4-chlorophenyl)-3-oxabicyclo[3.1.0]hexan-2-one

Downstream raw materials:

tert-butyl [(1S,2R)-1-(4-chlorophenyl)-2-hydroxymethylcyclopropyl]methylcarbamate