(S)-2-{(S)-2-[((S)-2-tert-Butoxycarbonylamino-N-hydroxy-4-methyl-pentanimidoyl)-amino]-3-phenyl-propionylamino}-4-methyl-pentanoic acid methyl ester

Base Information

Chemical Name:(S)-2-{(S)-2-[((S)-2-tert-Butoxycarbonylamino-N-hydroxy-4-methyl-pentanimidoyl)-amino]-3-phenyl-propionylamino}-4-methyl-pentanoic acid methyl ester
CAS No.:99701-53-8
Molecular Formula:C₂₇H₄₄N₄O₆
Molecular Weight:520.67
Hs Code.:

(S)-2-{(S)-2-[((S)-2-tert-Butoxycarbonylamino-N-hydroxy-4-methyl-pentanimidoyl)-amino]-3-phenyl-propionylamino}-4-methyl-pentanoic acid methyl ester

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Chemical Property of (S)-2-{(S)-2-[((S)-2-tert-Butoxycarbonylamino-N-hydroxy-4-methyl-pentanimidoyl)-amino]-3-phenyl-propionylamino}-4-methyl-pentanoic acid methyl ester

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Technology Process of (S)-2-{(S)-2-[((S)-2-tert-Butoxycarbonylamino-N-hydroxy-4-methyl-pentanimidoyl)-amino]-3-phenyl-propionylamino}-4-methyl-pentanoic acid methyl ester

There total 5 articles about (S)-2-{(S)-2-[((S)-2-tert-Butoxycarbonylamino-N-hydroxy-4-methyl-pentanimidoyl)-amino]-3-phenyl-propionylamino}-4-methyl-pentanoic acid methyl 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: 72.0%

: 7517-19-3
methyl (L)-leucinate hydrochloride

: 99701-36-7
[(S)-1-(5-Benzyl-6-oxo-5,6-dihydro-4H-[1,2,4]oxadiazin-3-yl)-3-methyl-butyl]-carbamic acid tert-butyl ester

: 99701-53-8,99746-81-3
(S)-2-{(S)-2-[((S)-2-tert-Butoxycarbonylamino-N-hydroxy-4-methyl-pentanimidoyl)-amino]-3-phenyl-propionylamino}-4-methyl-pentanoic acid methyl ester

Guidance literature:: With triethylamine; In tetrahydrofuran; for 64h; Ambient temperature;
DOI:10.1139/v85-511

Reference yield:

: 13139-15-6,53296-34-7
N-tert-butoxycarbonyl-L-leucine

: 99701-53-8,99746-81-3
(S)-2-{(S)-2-[((S)-2-tert-Butoxycarbonylamino-N-hydroxy-4-methyl-pentanimidoyl)-amino]-3-phenyl-propionylamino}-4-methyl-pentanoic acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) HOBt, DCC, 2.) triethylamine / 1.) CH₂Cl₂/DMF, 0 deg C, 1 h, 2.) CH₂Cl₂/DMF, phenylalanine methyl ester hydrochloride, 0 deg C, 1 h, RT, 16 h

2: 85 percent / thionation reagent (prepared from diphenyl ether and phosphorus pentasulfide) / tetrahydrofuran / 7 h / 40 °C

3: 44 percent / triethylamine, hydroxylamine hydrochloride, mercuric acetate / tetrahydrofuran / 2 h

4: 72 percent / triethylamine / tetrahydrofuran / 64 h / Ambient temperature

With thionation reagent (prepared from diphenyl ether and phosphorus pentasulfide); hydroxylamine hydrochloride; mercury(II) diacetate; benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; In tetrahydrofuran;
DOI:10.1139/v85-511

Reference yield:

: 15136-32-0,87976-66-7,120342-25-8,5874-73-7
(N-(tert-butoxycarbonyl)-L-leucinyl)-L-phenylalanine methyl ester

: 99701-53-8,99746-81-3
(S)-2-{(S)-2-[((S)-2-tert-Butoxycarbonylamino-N-hydroxy-4-methyl-pentanimidoyl)-amino]-3-phenyl-propionylamino}-4-methyl-pentanoic acid methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 85 percent / thionation reagent (prepared from diphenyl ether and phosphorus pentasulfide) / tetrahydrofuran / 7 h / 40 °C

2: 44 percent / triethylamine, hydroxylamine hydrochloride, mercuric acetate / tetrahydrofuran / 2 h

3: 72 percent / triethylamine / tetrahydrofuran / 64 h / Ambient temperature

With thionation reagent (prepared from diphenyl ether and phosphorus pentasulfide); hydroxylamine hydrochloride; mercury(II) diacetate; triethylamine; In tetrahydrofuran;
DOI:10.1139/v85-511