N'N'-(benzyl)(tert-butyloxycarbonylamino)-3(S)-(N-Cbz-leucylamino)-4-phenyl-2-oxobutanoic acid hydrazide

Base Information

Chemical Name:N'N'-(benzyl)(tert-butyloxycarbonylamino)-3(S)-(N-Cbz-leucylamino)-4-phenyl-2-oxobutanoic acid hydrazide
CAS No.:648434-03-1
Molecular Formula:C₃₆H₄₄N₄O₇
Molecular Weight:644.768
Hs Code.:

Synonyms:N'N'-(benzyl)(tert-butyloxycarbonylamino)-3(S)-(N-Cbz-leucylamino)-4-phenyl-2-oxobutanoic acid hydrazide

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Chemical Property of N'N'-(benzyl)(tert-butyloxycarbonylamino)-3(S)-(N-Cbz-leucylamino)-4-phenyl-2-oxobutanoic acid hydrazide

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Technology Process of N'N'-(benzyl)(tert-butyloxycarbonylamino)-3(S)-(N-Cbz-leucylamino)-4-phenyl-2-oxobutanoic acid hydrazide

There total 9 articles about N'N'-(benzyl)(tert-butyloxycarbonylamino)-3(S)-(N-Cbz-leucylamino)-4-phenyl-2-oxobutanoic acid hydrazide 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: 93.0%

: 648434-02-0
N'N'-(benzyl)(tert-butyloxycarbonylamino)-3(S)-(N-Cbz-leucylamino)-2(R,S)-hydroxy-4-phenylbutanoic acid hydrazide

: 648434-03-1
N'N'-(benzyl)(tert-butyloxycarbonylamino)-3(S)-(N-Cbz-leucylamino)-4-phenyl-2-oxobutanoic acid hydrazide

Guidance literature:: With Dess-Martin periodane; In dichloromethane; at 20 ℃; for 4h;
DOI:10.1021/jm0301336

Reference yield:

: 209173-80-8
2(RS)-hydroxy-3(S)-amino-4-phenylbutanoic acid

: 648434-03-1
N'N'-(benzyl)(tert-butyloxycarbonylamino)-3(S)-(N-Cbz-leucylamino)-4-phenyl-2-oxobutanoic acid hydrazide

Guidance literature:: Multi-step reaction with 7 steps

1: SOCl₂ / 20 °C

2: 92 percent / EDC; HOBT; NMM / dimethylformamide / 20 °C

3: 86 percent / hydrazine monohydrate / methanol / 36 h / 20 °C

4: 72 percent / TEA / ethanol / 5 h / 20 °C

5: 88 percent / NaBH₃CN; aq. HCl / tetrahydrofuran / 60 °C

6: 94 percent / aq. NaOH / 2-methyl-propan-2-ol / 12 h / 20 °C

7: 93 percent / Dess-Martin reagent / CH₂Cl₂ / 4 h / 20 °C

With 4-methyl-morpholine; hydrogenchloride; sodium hydroxide; thionyl chloride; TEA; sodium cyanoborohydride; benzotriazol-1-ol; Dess-Martin periodane; hydrazine hydrate; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In tetrahydrofuran; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide; tert-butyl alcohol;
DOI:10.1021/jm0301336

Reference yield:

: 100-52-7
benzaldehyde

: 648434-03-1
N'N'-(benzyl)(tert-butyloxycarbonylamino)-3(S)-(N-Cbz-leucylamino)-4-phenyl-2-oxobutanoic acid hydrazide

Guidance literature:: Multi-step reaction with 4 steps

1: 72 percent / TEA / ethanol / 5 h / 20 °C

2: 88 percent / NaBH₃CN; aq. HCl / tetrahydrofuran / 60 °C

3: 94 percent / aq. NaOH / 2-methyl-propan-2-ol / 12 h / 20 °C

4: 93 percent / Dess-Martin reagent / CH₂Cl₂ / 4 h / 20 °C

With hydrogenchloride; sodium hydroxide; TEA; sodium cyanoborohydride; Dess-Martin periodane; In tetrahydrofuran; ethanol; dichloromethane; tert-butyl alcohol;
DOI:10.1021/jm0301336