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

Base Information

Chemical Name:N'N'-(benzyl)(tert-butyloxycarbonylamino)-3(S)-(N-Cbz-leucylamino)-2(R,S)-hydroxy-4-phenylbutanoic acid hydrazide
CAS No.:648434-02-0
Molecular Formula:C₃₆H₄₆N₄O₇
Molecular Weight:646.784
Hs Code.:

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

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Chemical Property of N'N'-(benzyl)(tert-butyloxycarbonylamino)-3(S)-(N-Cbz-leucylamino)-2(R,S)-hydroxy-4-phenylbutanoic acid hydrazide

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Technology Process of N'N'-(benzyl)(tert-butyloxycarbonylamino)-3(S)-(N-Cbz-leucylamino)-2(R,S)-hydroxy-4-phenylbutanoic acid hydrazide

There total 8 articles about N'N'-(benzyl)(tert-butyloxycarbonylamino)-3(S)-(N-Cbz-leucylamino)-2(R,S)-hydroxy-4-phenylbutanoic 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: 94.0%

: 24424-99-5
di-tert-butyl dicarbonate

: 648434-01-9
N'-benzyl-3(S)-(N-Cbz-leucylamino)-2(R,S)-hydroxy-4-phenylbutanoic acid hydrazide

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

Guidance literature:: With sodium hydroxide; In tert-butyl alcohol; at 20 ℃; for 12h;
DOI:10.1021/jm0301336

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 6 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

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

Reference yield:

: 100-52-7
benzaldehyde

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

Guidance literature:: Multi-step reaction with 3 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

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