Benzenemethanamine, 3,4-difluoro-alpha-methyl-, (alphaS)- (9CI)

Base Information

• Chemical Name: Benzenemethanamine, 3,4-difluoro-alpha-methyl-, (alphaS)- (9CI)
• CAS No.: 321318-17-6
• Molecular Formula: C8H9F2N
• Molecular Weight: 157.163
• Hs Code.: 2921499090
• Mol file: 321318-17-6.mol

Synonyms:(1S)-1-(3,4-Difluorophenyl)ethanamine;

Chemical Property of Benzenemethanamine, 3,4-difluoro-alpha-methyl-, (alphaS)- (9CI)

Chemical Property:

• Vapor Pressure: 0.676mmHg at 25°C
• Refractive Index: 1.493
• Boiling Point: 186.1 °C at 760 mmHg
• PKA: 8.66±0.10(Predicted)
• Flash Point: 81.4 °C
• PSA: 26.02000
• Density: 1.163 g/cm³
• LogP: 2.68480
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

99% ^*data from raw suppliers

(S)-1-(3,4-Difluorophenyl)ethanamine ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Benzenemethanamine, 3,4-difluoro-alpha-methyl-, (alphaS)- (9CI)

There total 7 articles about Benzenemethanamine, 3,4-difluoro-alpha-methyl-, (alphaS)- (9CI) 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:

1-(3,4-difluorophenyl)ethanamine (276875-21-9,321318-15-4) → (S)-1-(3,4-difluorophenyl)ethanamine (321318-17-6,276875-21-9,321318-15-4) + 3',4'-difluoroacetophenone (369-33-5)

Guidance literature:

With (R)-amine dehydrogenase; In dimethyl sulfoxide; at 37 ℃; pH=8.5; enantioselective reaction; Catalytic behavior; Resolution of racemate; Microbiological reaction; Enzymatic reaction;

DOI:10.1002/cctc.201900080

Reference yield:

1-(3,4-difluorophenyl)ethanamine (276875-21-9,321318-15-4) → C8H9F2N (276875-21-9,321318-15-4) + (S)-1-(3,4-difluorophenyl)ethanamine (321318-17-6,276875-21-9,321318-15-4)

Guidance literature:

With pyridoxal 5'-phosphate; ω-transaminase from Thermomicrobium roseum; piruvate; In aq. buffer; at 37 ℃; for 18h; pH=7.5; enantioselective reaction; Resolution of racemate; Enzymatic reaction;

DOI:10.1039/c6ra15110h

Reference yield:

(E)-1-(3,4-difluorophenyl)ethan-1-one oxime (1434602-13-7) → (S)-1-(3,4-difluorophenyl)ethanamine (321318-17-6,276875-21-9,321318-15-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hydride / N,N-dimethyl-formamide / 1 h / 0 °C

1.2: 18 h / 20 °C

2.1: C₁₉H₂₃BNO₃^(1-)*H⁽¹⁺⁾; borane-THF / 1,4-dioxane / 72 h / Inert atmosphere

With borane-THF; C₁₉H₂₃BNO₃^(1-)*H⁽¹⁺⁾; sodium hydride; In 1,4-dioxane; N,N-dimethyl-formamide;

DOI:10.1021/jo400371x

upstream raw materials:

(E)-1-(3,4-difluorophenyl)ethan-1-one oxime

(E)-1-(3,4-difluorophenyl)ethanone O-benzyloxime

3',4'-difluoroacetophenone

1-(3,4-difluorophenyl)ethanamine

Downstream raw materials:

(S)-N-[1-(3,4-difluorophenyl)ethyl]acetamide

Refernces

• 1、 Mathew, Sam,Deepankumar, Kanagavel,Shin, Giyoung,Hong, Eun Young,Kim, Byung-Gee,Chung, Taeowan,Yun, Hyungdon. "Identification of novel thermostable ω-transaminase and its application for enzymatic synthesis of chiral amines at high temperature". . p. 69257 - 69260. Retrieved 2016/08/05.
• 2、 Ou, Wenhua,Espinosa, Sandraliz,Meléndez, Héctor J.,Farré, Silvia M.,Alvarez, Jaime L.,Torres, Valerie,Martínez, Ileanne,Santiago, Kiara M.,Ortiz-Marciales, Margarita. "Asymmetric synthesis of nonracemic primary amines via spiroborate-catalyzed reduction of pure (E)- and (Z)-O-benzyloximes: Applications toward the synthesis of calcimimetic agents". . p. 5314 - 5327. Retrieved 2013/07/25.