(2S,3R,5S)-5-tert-Butoxycarbonylamino-3-carbamoyl-2,6-dimethyl-4-oxo-heptanoic acid benzyl ester

Base Information

Chemical Name:(2S,3R,5S)-5-tert-Butoxycarbonylamino-3-carbamoyl-2,6-dimethyl-4-oxo-heptanoic acid benzyl ester
CAS No.:124817-98-7
Molecular Formula:C₂₂H₃₂N₂O₆
Molecular Weight:420.506
Hs Code.:

Synonyms:

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Chemical Property of (2S,3R,5S)-5-tert-Butoxycarbonylamino-3-carbamoyl-2,6-dimethyl-4-oxo-heptanoic acid benzyl ester

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Technology Process of (2S,3R,5S)-5-tert-Butoxycarbonylamino-3-carbamoyl-2,6-dimethyl-4-oxo-heptanoic acid benzyl ester

There total 2 articles about (2S,3R,5S)-5-tert-Butoxycarbonylamino-3-carbamoyl-2,6-dimethyl-4-oxo-heptanoic acid benzyl ester 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: 45.0%

: (S)-2-bromopropionic acid benzyl ester

: 124731-92-6
((S)-3-Carbamoyl-1-isopropyl-2-oxo-propyl)-carbamic acid tert-butyl ester

: 124817-98-7
(2S,3R,5S)-5-tert-Butoxycarbonylamino-3-carbamoyl-2,6-dimethyl-4-oxo-heptanoic acid benzyl ester

: (2S,3S,5S)-5-tert-Butoxycarbonylamino-3-carbamoyl-2,6-dimethyl-4-oxo-heptanoic acid benzyl ester

Guidance literature:: With potassium hydride; In N,N-dimethyl-formamide; for 16h; Ambient temperature;
DOI:10.1039/c39890000299

Reference yield:

: 13734-41-3
t-Boc-L-valine

: 124817-98-7
(2S,3R,5S)-5-tert-Butoxycarbonylamino-3-carbamoyl-2,6-dimethyl-4-oxo-heptanoic acid benzyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 44 percent / Im₂CO / tetrahydrofuran / -78 °C

2: 45 percent / KH / dimethylformamide / 16 h / Ambient temperature

With potassium hydride; 1,1'-carbonyldiimidazole; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1039/c39890000299

Reference yield:

: 124817-98-7
(2S,3R,5S)-5-tert-Butoxycarbonylamino-3-carbamoyl-2,6-dimethyl-4-oxo-heptanoic acid benzyl ester

: 108868-95-7
andrimid

Guidance literature:: Multi-step reaction with 3 steps

1: 96 percent / 20percent aq NaOH, n-Bu₄NHSO₄ / CH₂Cl₂ / 0.08 h / -20 °C

2: TFA / CH₂Cl₂ / 30 h / Ambient temperature

3: 46 percent / DPPA, triethylamine / dimethylformamide

With sodium hydroxide; diphenyl-phosphinic acid; tetra(n-butyl)ammonium hydrogensulfate; triethylamine; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1039/c39890000299