Cbz-leucylglycyl hydrazide

Base Information

• Chemical Name: Cbz-leucylglycyl hydrazide
• CAS No.: 19739-60-7
• Molecular Formula: C₁₆H₂₄N₄O₄
• Molecular Weight: 336.391
• Mol file: 19739-60-7.mol

Synonyms:

Chemical Property of Cbz-leucylglycyl hydrazide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Cbz-leucylglycyl hydrazide

There total 7 articles about Cbz-leucylglycyl 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:

Benzyloxycarbonylleucyl-glycine ethyl ester (2867-06-3) → Cbz-leucylglycyl hydrazide (19739-60-7)

Guidance literature:

With hydrazine hydrate; In methanol; for 1.33333h; Heating;

DOI:10.3987/COM-99-S51

Reference yield:

Z-Leu-OH (2018-66-8) → Cbz-leucylglycyl hydrazide (19739-60-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 93 percent / SOCl₂; Et₃N / toluene / 2 h / 5 °C

2: 77 percent / Et₃N / tetrahydrofuran / 1.33 h / Heating

3: hydrazine hydrate / methanol / 1.33 h / Heating

With thionyl chloride; hydrazine hydrate; triethylamine; In tetrahydrofuran; methanol; toluene; 1: Substitution / 2: Substitution / 3: Substitution;

DOI:10.3987/COM-99-S51

Reference yield:

(S)-N-benzyloxycarbonyl-leucine ethyl ester (58889-73-9) → Cbz-leucylglycyl hydrazide (19739-60-7)

Guidance literature:

Multi-step reaction with 4 steps

1: hydrazine hydrate / methanol / 1.33 h / Heating

2: p-toluenesulfonic acid / methanol / 16 h / 20 °C

3: 77 percent / Et₃N / tetrahydrofuran / 1.33 h / Heating

4: hydrazine hydrate / methanol / 1.33 h / Heating

With toluene-4-sulfonic acid; hydrazine hydrate; triethylamine; In tetrahydrofuran; methanol; 1: Substitution / 2: cyclocondensation / 3: Substitution / 4: Substitution;

DOI:10.3987/COM-99-S51

upstream raw materials:

methyl N-benzyloxycarbonyl-L-leucylglicynate

Benzyloxycarbonylleucyl-glycine ethyl ester

Z-Leu-OH

(S)-N-benzyloxycarbonyl-leucine ethyl ester

Downstream raw materials:

Z-Leu-Gly-Cys(Bzl)-Gln-Ile-Cys(Bzl)-Leu-NHNH₂

Z-Leu-Gly-Cys(Bzl)-Gln-Ile-Cys(Bzl)-Leu-OMe

Z-Leu-Gly-Cys(Bzl)-Gln-OH

Refernces

• 1、 Okada,Kawasaki,Okinaka,Kawasaki. "Synthesis of two heptapeptides corresponding to sequences 50-56 and 90-96 of adrenodoxin from bovine adrenal cortex and formation of their iron-sulfur complexes". . p. 1360 - 1365. Retrieved 2007/10/13.