(S)-1-Phenylbut-3-EN-1-amine hcl

Base Information

• Chemical Name: (S)-1-Phenylbut-3-EN-1-amine hcl
• CAS No.: 130887-64-8
• Molecular Formula: C₁₀H₁₃N*ClH
• Molecular Weight: 183.681
• European Community (EC) Number: 964-200-8
• Mol file: 130887-64-8.mol

Synonyms:130887-64-8;(S)-1-PHENYLBUT-3-EN-1-AMINE HCL;(1S)-1-phenylbut-3-en-1-amine;hydrochloride;SCHEMBL25188226;(S)-1-PHENYLBUT-3-EN-1-AMINEHCL;(S)-1-phenylbut-3-en-1-amine hydrochloride;(1S)-1-phenylbut-3-en-1-amine hydrochloride;Y13293;EN300-24501055

Chemical Property of (S)-1-Phenylbut-3-EN-1-amine hcl

Chemical Property:

• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 183.0814771
• Heavy Atom Count: 12
• Complexity: 114

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of (S)-1-Phenylbut-3-EN-1-amine hcl

There total 17 articles about (S)-1-Phenylbut-3-EN-1-amine hcl 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: 95.0%

C14H21NOS → (S)-1-phenylbut-3-en-1-amine hydrochloride (130887-64-8,132312-93-7)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; methanol;

DOI:10.1039/c6ob00293e

Reference yield: 79.0%

(1S,RS)-N-tert-butanesulfinyl-1-phenylbut-3-en-1-amine (831192-69-9) → (S)-1-phenylbut-3-en-1-amine hydrochloride (130887-64-8,132312-93-7)

Guidance literature:

With hydrogenchloride; water; In methanol; at 20 ℃; for 1h; Inert atmosphere;

DOI:10.1021/acs.orglett.5b00199

Reference yield:

3,3’,5,5’-tetramethylbenzophenone (22679-40-9) → (S)-1-phenylbut-3-en-1-amine hydrochloride (130887-64-8,132312-93-7)

Guidance literature:

Multi-step reaction with 4 steps

1.1: ammonia; titanium tetrachloride / tetrahydrofuran / 0 °C / Inert atmosphere; Reflux

1.2: 0 - 20 °C / Inert atmosphere

1.3: Inert atmosphere; Cooling with ice

2.1: magnesium sulfate / dichloromethane / 0.08 h / 20 °C / Inert atmosphere

2.2: 48 h / 20 °C / Inert atmosphere

3.1: dimethylsulfide borane complex; (R)-(+)-3,3'-diphenyl-[1,1'-binaphthalene]-2,2'-diol; benzoic acid; phenol / toluene / 44 h / 60 °C / Inert atmosphere

4.1: hydrogenchloride; water / tetrahydrofuran / 4 h / 25 °C / Inert atmosphere

With hydrogenchloride; dimethylsulfide borane complex; ammonia; water; titanium tetrachloride; magnesium sulfate; (R)-(+)-3,3'-diphenyl-[1,1'-binaphthalene]-2,2'-diol; benzoic acid; phenol; In tetrahydrofuran; dichloromethane; toluene; 3.1: Aza-Cope rearrangement;

DOI:10.1021/ja1110865

upstream raw materials:

N-(2,3,4,6-Tetra-O-pivaloyl-β-D-galactopyranosyl)-1(S)-amino-1-phenyl-3-butene

benzhydrylidene-benzyl-amine

allyl bromide

(R)-N-(bis(3,5-dimethylphenyl)methylene)hept-1-en-4-amine

Downstream raw materials:

(S)-1-phenylbut-3-en-1-amine

Refernces

• 1、 Jamal Eddine,Cherqaoui. "Chiral quaternary benzophenone hydrazonium salt derivatives; efficient chiral catalysts for the enantioselective phase-transfer alkylation of imines. Application to synthesis of chiral primary amines". . p. 1225 - 1228. Retrieved 1995.
• 2、 Kuznetsov, Nikolai Yu.,Tikhov, Rabdan M.,Strelkova, Tatiana V.,Bubnov, Yuri N.. "Adducts of Triallylborane with Ammonia and Aliphatic Amines as Stoichiometric Allylating Agents for Aminoallylation Reaction of Carbonyl Compounds". supporting information. p. 3549 - 3552. Retrieved 2018/06/26.