(2S,3S)-1-[(3-bromobenzyl)amino]-3-[N-(tert-butyloxycarbonyl)amino]-4-phenylbutan-2-ol

Base Information

Chemical Name:(2S,3S)-1-[(3-bromobenzyl)amino]-3-[N-(tert-butyloxycarbonyl)amino]-4-phenylbutan-2-ol
CAS No.:866227-25-0
Molecular Formula:C₂₂H₂₉BrN₂O₃
Molecular Weight:449.388
Hs Code.:

Synonyms:(2S,3S)-1-[(3-bromobenzyl)amino]-3-[N-(tert-butyloxycarbonyl)amino]-4-phenylbutan-2-ol

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Chemical Property of (2S,3S)-1-[(3-bromobenzyl)amino]-3-[N-(tert-butyloxycarbonyl)amino]-4-phenylbutan-2-ol

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Technology Process of (2S,3S)-1-[(3-bromobenzyl)amino]-3-[N-(tert-butyloxycarbonyl)amino]-4-phenylbutan-2-ol

There total 1 articles about (2S,3S)-1-[(3-bromobenzyl)amino]-3-[N-(tert-butyloxycarbonyl)amino]-4-phenylbutan-2-ol 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%

: 10269-01-9
3-bromobenzylamine

: 98760-08-8
(2R,3S)-3-[N-(tert-butyloxycarbonyl)amino]-1,2-epoxy-4-phenylbutane

: 866227-25-0
(2S,3S)-1-[(3-bromobenzyl)amino]-3-[N-(tert-butyloxycarbonyl)amino]-4-phenylbutan-2-ol

Guidance literature:: In isopropyl alcohol; at 50 ℃;
DOI:10.1016/j.bmc.2005.06.048

Reference yield: 59.0%

: 866227-25-0
(2S,3S)-1-[(3-bromobenzyl)amino]-3-[N-(tert-butyloxycarbonyl)amino]-4-phenylbutan-2-ol

: 96-32-2
bromoacetic acid methyl ester

: 866227-33-0
(5S,6S)-3-aza-3-(3-bromobenzyl)-6-[(tert-butyloxycarbonyl)amino]-5-hydroxy-7-phenylheptanoyl amide

Guidance literature:: (2S,3S)-1-[(3-bromobenzyl)amino]-3-[N-(tert-butyloxycarbonyl)amino]-4-phenylbutan-2-ol; bromoacetic acid methyl ester; With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃;

With ammonia; In methanol; at 20 ℃;
DOI:10.1016/j.bmc.2005.06.048

Reference yield:

: 866227-25-0
(2S,3S)-1-[(3-bromobenzyl)amino]-3-[N-(tert-butyloxycarbonyl)amino]-4-phenylbutan-2-ol

: Pyridine-2-carboxylic acid {(S)-1-[(1S,2S)-1-benzyl-3-(biphenyl-3-ylmethyl-carbamoylmethyl-amino)-2-hydroxy-propylcarbamoyl]-2-methyl-propyl}-amide

Guidance literature:: Multi-step reaction with 6 steps

1.1: K₂CO₃ / dimethylformamide / 20 °C

1.2: 59 percent / ammonia / methanol / 20 °C

2.1: CF₃CO₂H / CH₂Cl₂ / 0.25 h / 20 °C

3.1: 214 mg / N,N-diisopropylethylamine; O-(benzotriazol-1-yl)-N,N,N'N'-tetramethyluronium BF₄ / dimethylformamide / 20 °C

4.1: CF₂CO₂H / CH₂Cl₂ / 0.25 h / 20 °C

5.1: 160 mg / N,N-diisopropylethylamine; O-(benzotriazol-1-yl)-N,N,N'N'-tetramethyluronium BF₄ / dimethylformamide / 20 °C

6.1: 10 percent / NaHCO₃ / Pd(PPh₃)2Cl₂ / ethanol; 1,2-dimethoxy-ethane / 0.33 h / 140 °C / microwave irradiation

With sodium hydrogencarbonate; potassium carbonate; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; bis-triphenylphosphine-palladium(II) chloride; In 1,2-dimethoxyethane; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2005.06.048