(S)-5-bromo-2-N,N'-dibenzyloxycarbonylhydrazino-1-pentanol

Base Information

• Chemical Name: (S)-5-bromo-2-N,N'-dibenzyloxycarbonylhydrazino-1-pentanol
• CAS No.: 816454-01-0
• Molecular Formula: C₂₁H₂₅BrN₂O₅
• Molecular Weight: 465.344
• Mol file: 816454-01-0.mol

Synonyms:(S)-5-bromo-2-N,N'-dibenzyloxycarbonylhydrazino-1-pentanol

Chemical Property of (S)-5-bromo-2-N,N'-dibenzyloxycarbonylhydrazino-1-pentanol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-5-bromo-2-N,N'-dibenzyloxycarbonylhydrazino-1-pentanol

There total 1 articles about (S)-5-bromo-2-N,N'-dibenzyloxycarbonylhydrazino-1-pentanol 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: 100.0%

5-bromopentanal (1191-30-6) + dibenzyl azodicarboxylate (2449-05-0) → (S)-5-bromo-2-N,N'-dibenzyloxycarbonylhydrazino-1-pentanol (816454-01-0)

Guidance literature:

5-bromopentanal; dibenzyl azodicarboxylate; With D-Prolin; In acetonitrile; at 0 ℃; for 15h;

With sodium tetrahydroborate; In ethanol; acetonitrile; at 0 ℃; for 0.666667h;

DOI:10.1016/j.tetasy.2004.09.025

Reference yield: 82.0%

tert-butyldimethylsilyl chloride (18162-48-6) + (S)-5-bromo-2-N,N'-dibenzyloxycarbonylhydrazino-1-pentanol (816454-01-0) → (S)-2-(N,N'-dibenzyloxycarbonylhydrazino)-5-bromo-1-(tert-butyldimethylsiloxy)pentane (816454-06-5)

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide; at 23 ℃; for 3.5h;

DOI:10.1016/j.tetasy.2004.09.025

Reference yield:

(S)-5-bromo-2-N,N'-dibenzyloxycarbonylhydrazino-1-pentanol (816454-01-0) → (S)-1,2-dibenzyloxycarbonyl-3-hydroxymethyl-tetrahydropyridazine (816454-17-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 82 percent / imidazole / dimethylformamide / 3.5 h / 23 °C

2: 90 percent / NaH / dimethylformamide / 0.67 h / 0 °C

3: 97 percent / TBAF / tetrahydrofuran / 0.67 h / 0 °C

With 1H-imidazole; tetrabutyl ammonium fluoride; sodium hydride; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1016/j.tetasy.2004.09.025

upstream raw materials:

5-bromopentanal

dibenzyl azodicarboxylate

Downstream raw materials:

(S)-2-(N,N'-dibenzyloxycarbonylhydrazino)-5-bromo-1-(tert-butyldimethylsiloxy)pentane

(S)-1,2-dibenzyloxycarbonyl-3-hydroxymethyl-tetrahydropyridazine

(S)-1,2-di(benzyloxycarbonyl)hexahydropyridazine-3-carboxylic acid

(S)-1,2-dibenzyloxycarbonyl-3-(tert-butyldimethylsiloxymethyl)tetrahydropyridazine