(S)-[2-(Benzyloxy)propylidene]hydrazinecarboxaldehyde

Base Information

• Chemical Name: (S)-[2-(Benzyloxy)propylidene]hydrazinecarboxaldehyde
• CAS No.: 170985-84-9
• Molecular Formula: C11H14N2O2
• Molecular Weight: 206.244
• DSSTox Substance ID: DTXSID70455043
• Mol file: 170985-84-9.mol

Synonyms:170985-84-9;(S)-[2-(Benzyloxy)propylidene]hydrazinecarboxaldehyde;N-[(E)-[(2S)-2-phenylmethoxypropylidene]amino]formamide;(S,E)-N'-(2-(Benzyloxy)propylidene)formohydrazide;(S)-N'-(2-(Benzyloxy)propylidene)formohydrazide;1428118-25-5;SCHEMBL8840667;[(2S)-2-(Phenylmethoxy)propylidene]hydrazinecarboxaldehyde;DTXSID70455043;AMY30771;A927144;N'-[(2S)-2-(benzyloxy)propylidene]carbohydrazide;J-010678

Chemical Property of (S)-[2-(Benzyloxy)propylidene]hydrazinecarboxaldehyde

Chemical Property:

• Boiling Point: 313.2±44.0 °C(Predicted)
• PKA: 13.58±0.23(Predicted)
• PSA: 54.18000
• Density: 1.06±0.1 g/cm3(Predicted)
• LogP: 2.16380
• Solubility.: Chloroform, Dichloromethane
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 206.105527694
• Heavy Atom Count: 15
• Complexity: 201

Purity/Quality:

99%, ^*data from raw suppliers

(S)-[2-(Benzyloxy)propylidene]hydrazinecarboxaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C=NNC=O)OCC1=CC=CC=C1
• Isomeric SMILES: C[C@@H](/C=N/NC=O)OCC1=CC=CC=C1
• Uses: Intermediate in the production of Posaconazole.

Technology Process of (S)-[2-(Benzyloxy)propylidene]hydrazinecarboxaldehyde

There total 10 articles about (S)-[2-(Benzyloxy)propylidene]hydrazinecarboxaldehyde 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: 86.0%

(S)-2-(benzyloxy)propanal (81445-44-5) + formic acid hydrazide (624-84-0) → (S)-N'-(2-(benzyloxy)propylidene)formylhydrazide (170985-84-9)

Guidance literature:

In methanol; toluene; at 0 - 30 ℃; for 3h; Green chemistry;

Reference yield:

(S)-2-(benzyloxy)propanoic acid (33106-32-0) → (S)-N'-(2-(benzyloxy)propylidene)formylhydrazide (170985-84-9)

Guidance literature:

Multi-step reaction with 3 steps

1.1: toluene / 2 h / 150 °C / 10 Torr

2.1: sodium / ethanol / 0.5 h / 0 °C / Inert atmosphere

2.2: 1 h / Inert atmosphere; Reflux

3.1: toluene; methanol / 3 h / 25 - 30 °C

With sodium; In methanol; ethanol; toluene;

Reference yield:

methyl (S)-2-(benzyloxy)propanoate (77287-11-7) → (S)-N'-(2-(benzyloxy)propylidene)formylhydrazide (170985-84-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: diisobutylaluminium hydride / toluene / 3 h / -75 - -70 °C / Inert atmosphere

1.2: Inert atmosphere

2.1: toluene; methanol / 4 h / 0 - 30 °C

With diisobutylaluminium hydride; In methanol; toluene;

upstream raw materials:

methyl (S)-2-(benzyloxy)propanoate

2-benzyloxypropionic acid methyl ester

benzyl chloride

2-(benzyloxy)propanoic acid

Downstream raw materials:

4-(4-(4-(4-(((3R,5R)-5-((1H-1,2,4-triazol-1-yl)methyl)-5-(2,4-difluorophenyl)tetrahydrofuran-3-yl)methoxy)phenyl)piperazin-1-yl)phenyl)-1-((2S,3S)-2-(benzyloxy)pentan-3-yl)-1H-1,2,4-triazol-5(4H)-one

N’-[(1S,2S)-2-(benzyloxy)-1-ethylpropyl]formic hydrazide

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