(-)-alpha-Methylbenzylamine, hydrochloride

Base Information

• Chemical Name: (-)-alpha-Methylbenzylamine, hydrochloride
• CAS No.: 17279-30-0
• Molecular Formula: C8H11 N . Cl H
• Molecular Weight: 157.643
• Hs Code.: 2921499090
• DSSTox Substance ID: DTXSID50938208
• Mol file: 17279-30-0.mol

Synonyms:17279-30-0;(-)-alpha-Methylbenzylamine, hydrochloride;(1S)-1-phenylethanamine;hydrochloride;(S)-1-Phenylethaneamine.hydrochloride;(1S)-1-phenylethan-1-amine hydrochloride;SCHEMBL1168634;DTXSID50938208;YEHGSOZIZRABBU-FJXQXJEOSA-N;Benzenemethanamine, alpha-methyl-, hydrochloride, (alphaS)-;Benzenemethanamine, .alpha.-methyl-, hydrochloride, (.alpha.S)-;(s)-1-phenylethanamine hydrochloride;Benzenemethanamine, alpha-methyl-, hydrochloride (1:1), (alphaS)-;(s)-(-)-a-methylbenzylamine hydrochloride salt;1-Phenylethan-1-amine--hydrogen chloride (1/1);(s)-(-)-alpha-methylbenzylamine hydrochloride salt

Chemical Property of (-)-alpha-Methylbenzylamine, hydrochloride

Chemical Property:

• PSA: 26.02000
• LogP: 3.20860
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 157.0658271
• Heavy Atom Count: 10
• Complexity: 74.6

Purity/Quality:

99.9% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C1=CC=CC=C1)N.Cl
• Isomeric SMILES: C[C@@H](C1=CC=CC=C1)N.Cl

Technology Process of (-)-alpha-Methylbenzylamine, hydrochloride

There total 22 articles about (-)-alpha-Methylbenzylamine, hydrochloride 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: 100.0%

methyllithium (917-54-4) + N-[(4R,5R)-4,5-diphenyl-1,3-dioxolan-2-yl]-N-[(1E)-phenylmethylene]amine (528818-99-7) → (R,R)-hydroxybenzoin (52340-78-0) + (R)-1-phenylethylamine hydrochloride (10277-86-8) + (S)-(-)-α-methylbenzylamine hydrochloride (17279-30-0)

Guidance literature:

methyllithium; N-[(4R,5R)-4,5-diphenyl-1,3-dioxolan-2-yl]-N-[(1E)-phenylmethylene]amine; In 1,2-dimethoxyethane; at -78 ℃; for 2h;

With hydrogenchloride; In methanol; at 20 ℃; for 10h; Title compound not separated from byproducts;

DOI:10.1021/jo026571m

Reference yield: 98.0%

(RS)-2-methyl-N-((S)-1-phenylethyl)propane-2-sulfinamide (196929-95-0) → (S)-(-)-α-methylbenzylamine hydrochloride (17279-30-0)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; at 20 ℃;

DOI:10.1021/jo0609834

Reference yield: 98.0%

(RS)-2-methyl-N-((S)-1-phenylethyl)propane-2-sulfinamide (196929-95-0) → tert-butylsulfinyl chloride + (S)-(-)-α-methylbenzylamine hydrochloride (17279-30-0)

Guidance literature:

With hydrogenchloride; In cyclopentyl methyl ether; at 23 ℃; for 1.81667h; optical yield given as %ee; Inert atmosphere;

DOI:10.1021/jo9001883

upstream raw materials:

(R_S)-2-methyl-N-((S)-1-phenylethyl)propane-2-sulfinamide

methylmagnesium bromide

(R,E)-2-methyl-N-(phenylmethylene)-2-propanesulfinamide

N-α-phenylethylacetamide

Downstream raw materials:

(S,S)-(-)-α-<(1-phenylethyl)amino>-α-(4-chlorophenyl)acetonitrile hydochloride

(S,S)-(-)-α-<(1-phenylethyl)amino>-α-(2-chlorophenyl)acetonitrile hydochloride

(S,S)-(-)-α-<(1-phenylethyl)amino>-α-butyronitrile hydrochloride

(S,S)-(-)-α-<(1-phenylethyl)amino>-α-(3-methoxyphenyl)acetonitrile hydochloride

Refernces

• 1、 Cao, Hui,He, Ruilin,He, Wanli,Lu, Ying,Pan, Feng,Song, Cheng,Wang, Dong,Wang, Qian,Yang, Xia,Yang, Zhou,Zhou, Foxin. "Highly Efficient Spin-Filtering Transport in Chiral Hybrid Copper Halides". supporting information. p. 23578 - 23583. Retrieved 2021/10/04.
• 2、 Wakchaure, Vijay N.,Obradors, Carla,List, Benjamin. "Chiral Bronsted Acids Catalyze Asymmetric Additions to Substrates that Are Already Protonated: Highly Enantioselective Disulfonimide-Catalyzed Hantzsch Ester Reductions of NH-Imine Hydrochloride Salts". supporting information. p. 1707 - 1712. Retrieved 2020/08/28.