dibenzyl 1-((4S,6R,E)-6-((tert-butyldimethylsilyl)oxy)-1-ethoxy-1-oxonon-2-en-4-yl)hydrazine-1,2-dicarboxylate

Base Information

• Chemical Name: dibenzyl 1-((4S,6R,E)-6-((tert-butyldimethylsilyl)oxy)-1-ethoxy-1-oxonon-2-en-4-yl)hydrazine-1,2-dicarboxylate
• CAS No.: 1542895-37-3
• Molecular Formula: C₃₃H₄₈N₂O₇Si
• Molecular Weight: 612.839
• Mol file: 1542895-37-3.mol

Synonyms:

Chemical Property of dibenzyl 1-((4S,6R,E)-6-((tert-butyldimethylsilyl)oxy)-1-ethoxy-1-oxonon-2-en-4-yl)hydrazine-1,2-dicarboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of dibenzyl 1-((4S,6R,E)-6-((tert-butyldimethylsilyl)oxy)-1-ethoxy-1-oxonon-2-en-4-yl)hydrazine-1,2-dicarboxylate

There total 7 articles about dibenzyl 1-((4S,6R,E)-6-((tert-butyldimethylsilyl)oxy)-1-ethoxy-1-oxonon-2-en-4-yl)hydrazine-1,2-dicarboxylate 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:

diethoxyphosphoryl-acetic acid ethyl ester (867-13-0) + C29H42N2O6Si → dibenzyl 1-((4S,6R,E)-6-((tert-butyldimethylsilyl)oxy)-1-ethoxy-1-oxonon-2-en-4-yl)hydrazine-1,2-dicarboxylate (1542895-37-3)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium chloride; In acetonitrile; at 5 ℃; for 0.75h;

DOI:10.1039/c3ra44700f

Reference yield:

C15H21NO3 → dibenzyl 1-((4S,6R,E)-6-((tert-butyldimethylsilyl)oxy)-1-ethoxy-1-oxonon-2-en-4-yl)hydrazine-1,2-dicarboxylate (1542895-37-3)

Guidance literature:

Multi-step reaction with 5 steps

1: palladium 10% on activated carbon; hydrogen / ethyl acetate / 3040.2 Torr

2: N,N-dimethyl-formamide / 6 h / 0 °C

3: diisobutylaluminium hydride / dichloromethane; toluene / 0.67 h / -78 °C / Inert atmosphere

4: D-Prolin / acetonitrile / 3 h / 0 - 10 °C

5: 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium chloride / acetonitrile / 0.75 h / 5 °C

With palladium 10% on activated carbon; hydrogen; diisobutylaluminium hydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; D-Prolin; lithium chloride; In dichloromethane; ethyl acetate; N,N-dimethyl-formamide; toluene; acetonitrile; 5: |Horner-Wadsworth-Emmons Olefination;

DOI:10.1039/c3ra44700f

Reference yield:

pentanal (110-62-3) → dibenzyl 1-((4S,6R,E)-6-((tert-butyldimethylsilyl)oxy)-1-ethoxy-1-oxonon-2-en-4-yl)hydrazine-1,2-dicarboxylate (1542895-37-3)

Guidance literature:

Multi-step reaction with 7 steps

1: L-proline / acetonitrile / 24 h / 0 °C / Inert atmosphere

2: 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium chloride / acetonitrile / 1 h / 0 - 20 °C / Inert atmosphere

3: palladium 10% on activated carbon; hydrogen / ethyl acetate / 3040.2 Torr

4: N,N-dimethyl-formamide / 6 h / 0 °C

5: diisobutylaluminium hydride / dichloromethane; toluene / 0.67 h / -78 °C / Inert atmosphere

6: D-Prolin / acetonitrile / 3 h / 0 - 10 °C

7: 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium chloride / acetonitrile / 0.75 h / 5 °C

With palladium 10% on activated carbon; hydrogen; diisobutylaluminium hydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; L-proline; D-Prolin; lithium chloride; In dichloromethane; ethyl acetate; N,N-dimethyl-formamide; toluene; acetonitrile; 2: |Horner-Wadsworth-Emmons Olefination / 7: |Horner-Wadsworth-Emmons Olefination;

DOI:10.1039/c3ra44700f

upstream raw materials:

pentanal

diethoxyphosphoryl-acetic acid ethyl ester

ethyl (R)-4-hydroxyheptanoate

C₁₃H₂₈O₂Si