(S)-N-Boc-|A-(iodomethyl)benzeneethanamine

Base Information

• Chemical Name: (S)-N-Boc-|A-(iodomethyl)benzeneethanamine
• CAS No.: 154669-56-4
• Molecular Formula: C14H20INO2
• Molecular Weight: 361.223
• DSSTox Substance ID: DTXSID70565797
• Nikkaji Number: J1.271.998A
• Wikidata: Q82451069
• Mol file: 154669-56-4.mol

Synonyms:154669-56-4;(S)-N-Boc-|A-(iodomethyl)benzeneethanamine;tert-butyl N-[(S)-1-iodo-3-phenylpropan-2-yl]carbamate;TERT-BUTYL N-[(2S)-1-IODO-3-PHENYLPROPAN-2-YL]CARBAMATE;(R)-N-Boc-alpha-(iodomethyl)benzeneethanamine;(S)-N-Boc-alpha-(iodomethyl)benzeneethanamine;OOWACWHUQANTFH-LBPRGKRZSA-N;SCHEMBL3682545;DTXSID70565797;N-[(1S)-1-(Iodomethyl)-2-phenylethyl]carbamic Acid 1,1-Dimethylethyl Ester;(S)-N-Boc-?-(iodomethyl)benzeneethanamine;CS-0208072;(s)-t-butyl (1-iodomethyl-2-phenylethyl)-carbamate;J-009127;(S)-tert-Butyl(1-iodo-3-phenylpropan-2-yl)carbamate;(S)-tert-Butyl (1-iodo-3-phenylpropan-2-yl)carbamate;tert-Butyl [(2S)-1-iodo-3-phenylpropan-2-yl]carbamate;(S)-(1-iodomethyl-2-phenyl-ethyl)-carbamic acid tert-butyl ester

Chemical Property of (S)-N-Boc-|A-(iodomethyl)benzeneethanamine

Chemical Property:

• Melting Point: 121-122 °C
• Boiling Point: 405.0±45.0 °C(Predicted)
• PKA: 11.81±0.46(Predicted)
• PSA: 41.82000
• Density: 1.428±0.06 g/cm3(Predicted)
• LogP: 3.76180
• XLogP3: 4.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 6
• Exact Mass: 361.05388
• Heavy Atom Count: 18
• Complexity: 257

Purity/Quality:

99.90% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NC(CC1=CC=CC=C1)CI
• Isomeric SMILES: CC(C)(C)OC(=O)N[C@@H](CC1=CC=CC=C1)CI
• Uses: Intermediate in the preparation of (R)-Amphetamine. Intermediate in the preparation of (S)-Amphetamine.

Technology Process of (S)-N-Boc-|A-(iodomethyl)benzeneethanamine

There total 7 articles about (S)-N-Boc-|A-(iodomethyl)benzeneethanamine 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: 96.0%

(S)-N-tert-butoxycarbonyl-2-amino-3-phenylpropanol (66605-57-0) → (2S)-2-[N-(tert-butoxycarbonyl)amino]-1-iodo-3-phenylpropane (154669-56-4)

Guidance literature:

With 1H-imidazole; diphenylphosphinopolystyrene; iodine; In dichloromethane; for 1h; Heating;

DOI:10.1002/ejoc.200500464

Reference yield: 19.0%

(2S)-2-[N-(tert-butoxycarbonyl)amino]-3-phenyl-O-(4-methylphenylsulfonyl)propan-1-ol (141403-49-8,72196-67-9) → (2S)-2-[N-(tert-butoxycarbonyl)amino]-1-iodo-3-phenylpropane (154669-56-4)

Guidance literature:

With sodium iodide; In acetone; at 20 ℃; for 24h;

DOI:10.1021/jo015683v

Reference yield:

L-Phenylalaninol (3182-95-4) → (2S)-2-[N-(tert-butoxycarbonyl)amino]-1-iodo-3-phenylpropane (154669-56-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 88 percent / CHCl₃ / 0 - 20 °C

2: 86 percent / iodine; triphenylphosphine polystyryl-supported; imidazole / CH₂Cl₂ / 2 h / Heating

With 1H-imidazole; triphenylphosphine polystyryl-supported; iodine; In dichloromethane; chloroform; 1: Substitution / 2: Substitution;

DOI:10.1021/jo000242h

upstream raw materials:

(S)-N-tert-butoxycarbonyl-2-amino-3-phenylpropanol

(2S)-2-[N-(tert-butoxycarbonyl)amino]-3-phenyl-O-(4-methylphenylsulfonyl)propan-1-ol

L-phenylalanine

L-Phenylalaninol

Downstream raw materials:

(S)-3-<(tert-butoxycarbonyl)amino>-4-phenylbutanenitrile

tert-butyl N-[(1R)-1-methyl-2-phenylethyl]carbamate

(5R)-5-[N-(tert-butoxycarbonyl)amino]-6-phenylhexa-1,2-diene

ethyl (2R)-2-amino-3-{(2'S)-2'-[(tert-butyloxycarbonyl)amino]-3'-phenylpropylthio}propanoate