N'-((2S,3S)-2-(Benzyloxy)pentan-3-yl)formohydrazide

Base Information

• Chemical Name: N'-((2S,3S)-2-(Benzyloxy)pentan-3-yl)formohydrazide
• CAS No.: 170985-85-0
• Molecular Formula: C13H20N2O2
• Molecular Weight: 236.314
• DSSTox Substance ID: DTXSID80436045
• Nikkaji Number: J2.096.458H
• Wikidata: Q72476700
• Mol file: 170985-85-0.mol

Synonyms:170985-85-0;2-[(1S,2S)-1-Ethyl-2-(phenylmethoxy)propyl]hydrazinecarboxaldehyde;N'-((2S,3S)-2-(Benzyloxy)pentan-3-yl)formohydrazide;N-[[(2S,3S)-2-phenylmethoxypentan-3-yl]amino]formamide;Hydrazinecarboxaldehyde, 2-[(1S,2S)-1-ethyl-2-(phenylmethoxy)propyl]-;2-((1s,2s)-1-ethyl-2-(phenylmethoxy)propyl)hydrazinecarboxaldehyde;N'-[(2S,3S)-2-(Benzyloxy)pentan-3-yl]formohydrazide;SCHEMBL12186606;DTXSID80436045;AMY14824;BCP08708;AKOS016002863;AC-8331;N'(2S,3S)-2-(Benzyloxy)pentan-3-yl] formohydrazide;2-[(1S,2S)-1-Ethyl-2-(benzyloxy)propyl]hydrazine-1-carbaldehyde;2-[(1S,2S)-1-Ethyl-2-(phenylmethoxy)propyl]hydrazinecarbaldehyde

Chemical Property of N'-((2S,3S)-2-(Benzyloxy)pentan-3-yl)formohydrazide

Chemical Property:

• Boiling Point: 338.531 °C at 760 mmHg
• PKA: 13.30±0.23(Predicted)
• Flash Point: 158.538 °C
• PSA: 50.36000
• Density: 1.042 g/cm³
• LogP: 3.03860
• Storage Temp.: 2-8°C(protect from light)
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 7
• Exact Mass: 236.152477885
• Heavy Atom Count: 17
• Complexity: 206

Purity/Quality:

99% ^*data from raw suppliers

2-[(1S,2S)-1-Ethyl-2-(phenylmethoxy)propyl]hydrazinecarboxaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC(C(C)OCC1=CC=CC=C1)NNC=O
• Isomeric SMILES: CC[C@@H]([C@H](C)OCC1=CC=CC=C1)NNC=O
• Uses: Posaconazole intermediate. Antifungal agent.

Technology Process of N'-((2S,3S)-2-(Benzyloxy)pentan-3-yl)formohydrazide

There total 18 articles about N'-((2S,3S)-2-(Benzyloxy)pentan-3-yl)formohydrazide 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: 66.0%

ethyl bromide (74-96-4) + (S)-N'-(2-(benzyloxy)propylidene)formylhydrazide (170985-84-9) → N’-[(1S,2S)-2-(benzyloxy)-1-ethylpropyl]formic hydrazide (170985-85-0)

Guidance literature:

ethyl bromide; With iodine; magnesium; In tert-butyl methyl ether; at 40 - 55 ℃; for 2h; Inert atmosphere;

(S)-N'-(2-(benzyloxy)propylidene)formylhydrazide; With N,O-bis-(trimethylsilyl)-acetamide; In tert-butyl methyl ether; at 5 - 30 ℃; for 9h; Temperature; Inert atmosphere;

Reference yield: 62.3%

ethylmagnesium bromide (925-90-6) + (S)-2-(Benzyloxy)-N-(Formylamino)-Propanimine → N’-[(1S,2S)-2-(benzyloxy)-1-ethylpropyl]formic hydrazide (170985-85-0) + N'-((2S,3R)-2-(benzyloxy)pent-3-yl)formylhydrazine

Guidance literature:

(S)-2-(Benzyloxy)-N-(Formylamino)-Propanimine; With N,N-bis(trimethylsilyl)acetamide; In diethyl ether; at 20 ℃; for 0.75h;

ethylmagnesium bromide; In diethyl ether; at 20 ℃;

DOI:10.1016/j.tetlet.2004.09.028

Reference yield:

2-[2S-1-ethyl-2-benzyloxypropylidene]hydrazinecarbaldehyde → N’-[(1S,2S)-2-(benzyloxy)-1-ethylpropyl]formic hydrazide (170985-85-0)

Guidance literature:

With sodium tetrahydroborate; In isopropyl alcohol; at 0 - 15 ℃; for 3h;

upstream raw materials:

ethylmagnesium bromide

(S)-2-(benzyloxy)propanal

(S)-2-(benzyloxy)-1-(pyrrolidin-1-yl)propan-1-one

methyl (S)-2-(benzyloxy)propanoate

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

posaconazote

2-[(1S,2S)-1-ethyl-2-benzyloxypropyl]-2,4-dihydro-4-[4-[4-(4-hydroxyphenyl)piperazin-1-yl]phenyl]-3H-1,2,4-triazol-3-one

Refernces

• 1、 Lv,Zhang,Wang,Pan,Liu. "Synthesis, Crystal Structure, Anti-Bone Cancer Activity and Molecular Docking Investigations of the Heterocyclic Compound 1-((2S,3S)-2-(Benzyloxy)Pentan-3-yl) -4-(4-(4-(4-Hydroxyphenyl)Piperazin-1-yl) Phenyl)-1H-1,2,4-Triazol-5(4H)-One". . p. 1173 - 1179. Retrieved 2019.
• 2、 -. "Method for synthesizing N'-[(2S, 3S)-2-(benzyloxy) pentyl-3-base] formylhydrazine". Paragraph 0016; 0039; 0043; 0044; 0048; 0052; 0053. . Retrieved 2019/06/27.