(2S,3R)-N'-(tert-butoxycarbonyl)-2-(fluoren-9-ylmethoxycarbonylamino)-3-hydroxybutyrohydrazide

Base Information

• Chemical Name: (2S,3R)-N'-(tert-butoxycarbonyl)-2-(fluoren-9-ylmethoxycarbonylamino)-3-hydroxybutyrohydrazide
• CAS No.: 131669-41-5
• Molecular Formula: C₂₄H₂₉N₃O₆
• Molecular Weight: 455.511
• Mol file: 131669-41-5.mol

Synonyms:(2S,3R)-N'-(tert-butoxycarbonyl)-2-(fluoren-9-ylmethoxycarbonylamino)-3-hydroxybutyrohydrazide

Chemical Property of (2S,3R)-N'-(tert-butoxycarbonyl)-2-(fluoren-9-ylmethoxycarbonylamino)-3-hydroxybutyrohydrazide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,3R)-N'-(tert-butoxycarbonyl)-2-(fluoren-9-ylmethoxycarbonylamino)-3-hydroxybutyrohydrazide

There total 1 articles about (2S,3R)-N'-(tert-butoxycarbonyl)-2-(fluoren-9-ylmethoxycarbonylamino)-3-hydroxybutyrohydrazide 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: 84.0%

t-butoxycarbonylhydrazine (870-46-2) + Fmoc-Thr-OH (73731-37-0) → (2S,3R)-N'-(tert-butoxycarbonyl)-2-(fluoren-9-ylmethoxycarbonylamino)-3-hydroxybutyrohydrazide (131669-41-5)

Guidance literature:

With N,N-bis[2-oxo-3-oxazolidinyl]phosphorodiamidic chloride; N-ethyl-N,N-diisopropylamine; In dichloromethane; for 16h; 0 deg C to r.t.;

DOI:10.1055/s-1992-26332

Reference yield:

(2S,3R)-N'-(tert-butoxycarbonyl)-2-(fluoren-9-ylmethoxycarbonylamino)-3-hydroxybutyrohydrazide (131669-41-5) → (2S,3S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-azidobutanoic acid (131669-42-6)

Guidance literature:

Multi-step reaction with 2 steps

1: PPh₃, HN₃, diethyl azodicarboxylate / dimethylformamide; toluene / 6 h / Ambient temperature

2: 81 percent / 7N HCl / dioxane / 16 h / 80 °C

With hydrogenchloride; tris-(2-chloro-ethyl)-amine; triphenylphosphine; diethylazodicarboxylate; In 1,4-dioxane; N,N-dimethyl-formamide; toluene;

DOI:10.1055/s-1992-26332

upstream raw materials:

t-butoxycarbonylhydrazine

Fmoc-Thr-OH

Downstream raw materials:

(2S,3S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-azidobutanoic acid