L-Threonine, N-[N-[(phenylmethoxy)carbonyl]-L-alanyl]-, hydrazide

Base Information

• Chemical Name: L-Threonine, N-[N-[(phenylmethoxy)carbonyl]-L-alanyl]-, hydrazide
• CAS No.: 41961-29-9
• Molecular Formula: C15H22N4O5
• Molecular Weight: 338.363
• Mol file: 41961-29-9.mol

Synonyms:

Chemical Property of L-Threonine, N-[N-[(phenylmethoxy)carbonyl]-L-alanyl]-, hydrazide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of L-Threonine, N-[N-[(phenylmethoxy)carbonyl]-L-alanyl]-, hydrazide

There total 1 articles about L-Threonine, N-[N-[(phenylmethoxy)carbonyl]-L-alanyl]-, 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: 65.0%

N-benzyloxycarbonyl-alanine benzyl ester (5513-39-3) + Thr-NHNH2 (145126-19-8) → Cbz-Ala-Thr-NHNH2 (41961-29-9)

Guidance literature:

In tert-butyl alcohol; at 35 ℃; for 2h; industrial alkaline protease alcalase;

DOI:10.1021/jo00051a052

Reference yield:

N-(benzyloxycarbonyl)-L-alanyl-L-threonine hydrazide (41961-29-9) → N-(benzyloxycarbonyl)-L-alanyl-L-threonine azide

Guidance literature:

With sodium nitrite; In hydrogenchloride; water; acetic acid; at 0 ℃;

DOI:10.1016/S0008-6215(00)84581-4

Reference yield:

N-(benzyloxycarbonyl)-L-alanyl-L-threonine hydrazide (41961-29-9) → 2-acetamido-3,4,6-tri-O-acetyl-1-N--2-deoxy-β-D-glucopyranosylamine

Guidance literature:

Multi-step reaction with 5 steps

1: sodium nitrite / H₂O; acetic acid; HCl / 0 °C

2: 47 percent / ethyl acetate / 1.) 24 h 6 deg C; 2.) 24 h, room temp.

3: HBr (30percent) / acetic acid / 1 h / Ambient temperature

4: 4-methylmorpholine / acetonitrile

5: 14 percent / 4-methylmorpholine, Woodward's reagent K (WRK) / acetonitrile / 24 h / Ambient temperature

With 4-methyl-morpholine; hydrogen bromide; 2-ethyl-5-phenylisoxazolium-3'-sulphonate; sodium nitrite; In hydrogenchloride; water; acetic acid; ethyl acetate; acetonitrile;

DOI:10.1016/S0008-6215(00)84581-4

upstream raw materials:

N-benzyloxycarbonyl-alanine benzyl ester

Thr-NHNH₂

Downstream raw materials:

N-(benzyloxycarbonyl)-L-alanyl-L-threonyl-L-leucyl-L-alanyl-L-serine p-nitrobenzyl ester

hydrobromide of L-alanyl-L-threonyl-L-leucyl-L-alanyl-L-serine p-nitrobenzyl ester

L-alanyl-L-threonyl-L-leucyl-L-alanyl-L-serine p-nitrobenzyl ester