(S)-2-((2S,3R)-3-tert-Butoxycarbonylamino-2-hydroxy-4-phenyl-butyrylamino)-3-methyl-butyric acid

Base Information

Chemical Name:(S)-2-((2S,3R)-3-tert-Butoxycarbonylamino-2-hydroxy-4-phenyl-butyrylamino)-3-methyl-butyric acid
CAS No.:612096-24-9
Molecular Formula:C₂₀H₃₀N₂O₆
Molecular Weight:394.468
Hs Code.:

Synonyms:(S)-2-((2S,3R)-3-tert-Butoxycarbonylamino-2-hydroxy-4-phenyl-butyrylamino)-3-methyl-butyric acid

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Chemical Property of (S)-2-((2S,3R)-3-tert-Butoxycarbonylamino-2-hydroxy-4-phenyl-butyrylamino)-3-methyl-butyric acid

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Technology Process of (S)-2-((2S,3R)-3-tert-Butoxycarbonylamino-2-hydroxy-4-phenyl-butyrylamino)-3-methyl-butyric acid

There total 12 articles about (S)-2-((2S,3R)-3-tert-Butoxycarbonylamino-2-hydroxy-4-phenyl-butyrylamino)-3-methyl-butyric acid 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%

: 246506-77-4
6-tert-butoxycarbonylamino-5-hydroxy-2-isopropyl-4-oxo-7-phenyl-3-azaheptanoic acid benzyl ester

: 612096-24-9
(S)-2-((2S,3R)-3-tert-Butoxycarbonylamino-2-hydroxy-4-phenyl-butyrylamino)-3-methyl-butyric acid

Guidance literature:: With hydrogen; palladium on activated charcoal; In methanol; at 20 ℃; for 3h;
DOI:10.1016/S0040-4039(03)01799-4

Reference yield:

: 246506-76-3
6-tert-butoxycarbonylamino-2-isopropyl-4,5-dioxo-7-phenyl-3-azaheptanoic acid benzyl ester

: 612096-24-9
(S)-2-((2S,3R)-3-tert-Butoxycarbonylamino-2-hydroxy-4-phenyl-butyrylamino)-3-methyl-butyric acid

: (S)-2-((2R,3R)-3-tert-Butoxycarbonylamino-2-hydroxy-4-phenyl-butyrylamino)-3-methyl-butyric acid

Guidance literature:: 6-tert-butoxycarbonylamino-2-isopropyl-4,5-dioxo-7-phenyl-3-azaheptanoic acid benzyl ester; With zinc(II) tetrahydroborate; In tetrahydrofuran; diethyl ether; at -78 ℃; for 1h;

With hydrogen; palladium on activated charcoal; In methanol; at 20 ℃; for 2h; under 760 Torr; Title compound not separated from byproducts;
DOI:10.1016/S0040-4020(03)00860-3

Reference yield:

: 246506-75-2
[1-benzyl-3-cyano-2-oxo-3-(triphenyl-λ⁵-phosphanylidene)-propyl]-carbamic acid tert-butyl ester

: 612096-24-9
(S)-2-((2S,3R)-3-tert-Butoxycarbonylamino-2-hydroxy-4-phenyl-butyrylamino)-3-methyl-butyric acid

Guidance literature:: Multi-step reaction with 2 steps

1.1: O₃ / CH₂Cl₂ / 0.25 h / -78 °C

1.2: 62 percent / CH₂Cl₂ / -78 - 20 °C

2.1: Zn(BH₄)2 / tetrahydrofuran; diethyl ether / 1 h / -78 °C

2.2: H₂ / 10 percent Pd/C / methanol / 2 h / 20 °C / 760 Torr

With zinc(II) tetrahydroborate; ozone; In tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1016/S0040-4020(03)00860-3