(alphaR,betaS)-beta-[Bis(phenylmethyl)amino]-alpha-(nitromethyl)benzenepropanol

Base Information

Chemical Name:(alphaR,betaS)-beta-[Bis(phenylmethyl)amino]-alpha-(nitromethyl)benzenepropanol
CAS No.:244641-41-6
Molecular Formula:C₂₄H₂₆N₂O₃
Molecular Weight:390.482
Hs Code.:
DSSTox Substance ID:DTXSID801167071
Nikkaji Number:J1.610.287C

Synonyms:DTXSID801167071;244641-41-6;(alphaR,betaS)-beta-[Bis(phenylmethyl)amino]-alpha-(nitromethyl)benzenepropanol

Suppliers and Price of (alphaR,betaS)-beta-[Bis(phenylmethyl)amino]-alpha-(nitromethyl)benzenepropanol

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (alphaR,betaS)-beta-[Bis(phenylmethyl)amino]-alpha-(nitromethyl)benzenepropanol

Chemical Property:

XLogP3:4.5
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:9
Exact Mass:390.19434270
Heavy Atom Count:29
Complexity:443

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Canonical SMILES:C1=CC=C(C=C1)CC(C(C[N+](=O)[O-])O)N(CC2=CC=CC=C2)CC3=CC=CC=C3
Isomeric SMILES:C1=CC=C(C=C1)C[C@@H]([C@@H](C[N+](=O)[O-])O)N(CC2=CC=CC=C2)CC3=CC=CC=C3

Technology Process of (alphaR,betaS)-beta-[Bis(phenylmethyl)amino]-alpha-(nitromethyl)benzenepropanol

There total 6 articles about (alphaR,betaS)-beta-[Bis(phenylmethyl)amino]-alpha-(nitromethyl)benzenepropanol 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: 86.0%

: 75-52-5
nitromethane

: 123054-12-6,123808-74-2,136370-73-5,111060-64-1
(2S)-N,N-dibenzylphenylalaninal

: 244641-41-6
(2R,3S)-3-(dibenzylamino)-1-nitro-4-phenylbutan-2-ol

: (2S,3S)-3-dibenzylamino-1-nitro-4-phenylbutan-2-ol

Guidance literature:: With potassium fluoride; O⁽⁹⁾-benzyl-N-(9-anthracenylmethyl)cinchonidinium fluoride; In tetrahydrofuran; at -10 ℃; for 6h;
DOI:10.1002/(SICI)1521-3773(19990712)38:13/14<1931::AID-ANIE1931>3.0.CO;2-4

Reference yield: 68.0%

: 563-70-2
bromonitromethane

: 123054-12-6,123808-74-2,136370-73-5,111060-64-1
(2S)-N,N-dibenzylphenylalaninal

: 244641-41-6
(2R,3S)-3-(dibenzylamino)-1-nitro-4-phenylbutan-2-ol

: (2S,3S)-3-dibenzylamino-1-nitro-4-phenylbutan-2-ol

Guidance literature:: With samarium diiodide; In tetrahydrofuran; at 20 ℃; for 2h;
DOI:10.1021/jo061465w

Reference yield:

: 111138-83-1
N,N-dibenzyl-L-phenylalanine benzyl ester

: 244641-41-6
(2R,3S)-3-(dibenzylamino)-1-nitro-4-phenylbutan-2-ol

: (2S,3S)-3-dibenzylamino-1-nitro-4-phenylbutan-2-ol

Guidance literature:: Multi-step reaction with 3 steps

1.1: lithium aluminium tetrahydride / tetrahydrofuran / 8 h / 100 °C

2.1: oxalyl dichloride / dichloromethane; dimethyl sulfoxide / 0.5 h / -78 °C

2.2: -78 - 20 °C

3.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.17 h / 20 °C

3.2: 4 h / 20 °C

With lithium aluminium tetrahydride; oxalyl dichloride; tetrabutyl ammonium fluoride; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide; 2.1: |Swern Oxidation;
DOI:10.3762/bjoc.9.95