(S)-4,5-Isopropylidene-1-pentylamine

Base Information

• Chemical Name: (S)-4,5-Isopropylidene-1-pentylamine
• CAS No.: 94944-63-5
• Molecular Formula: C8H17 N O2
• Molecular Weight: 159.228
• Hs Code.: 2932999099
• DSSTox Substance ID: DTXSID801237141
• Mol file: 94944-63-5.mol

Synonyms:94944-63-5;(S)-4,5-ISOPROPYLIDENE-1-PENTYLAMINE;3-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]propan-1-amine;(S)-3-(2,2-dimethyl-1,3-dioxolan-4-yl)propan-1-amine;DTXSID801237141;MFCD07367288;AKOS006287471;1,3-Dioxolane-4-propanamine, 2,2-dimethyl-, (S)-;(S)-3-(2,2-Dimethyl-[1,3]dioxolan-4-yl)-propylamine

Chemical Property of (S)-4,5-Isopropylidene-1-pentylamine

Chemical Property:

• Vapor Pressure: 0.183mmHg at 25°C
• Refractive Index: 1.438
• Boiling Point: 211.4°Cat760mmHg
• Flash Point: 86.7°C
• PSA: 44.48000
• Density: 0.953g/cm³
• LogP: 1.57710
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 159.125928785
• Heavy Atom Count: 11
• Complexity: 125

Purity/Quality:

98%Min ^*data from raw suppliers

(S)-2,2-DIMETHYL-4-AMINOPROPYL-[1,3]DIOXOLANE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(OCC(O1)CCCN)C
• Isomeric SMILES: CC1(OC[C@@H](O1)CCCN)C

Technology Process of (S)-4,5-Isopropylidene-1-pentylamine

There total 3 articles about (S)-4,5-Isopropylidene-1-pentylamine 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: 70.0%

(S)-4,5-O-isopropylidene-4,5-dihydroxypentanenitrile (94944-62-4) → (S)-1,2-O-isopropylidene-5-amino-1,2-pentanediol (94944-63-5)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; for 5h; Heating;

DOI:10.1021/jo00206a040

Reference yield:

2-[(S)-2,2-dimethyl-1,3-dioxolan-4-yl]ethanol (32233-43-5) → (S)-1,2-O-isopropylidene-5-amino-1,2-pentanediol (94944-63-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 92 percent / 4-(dimethylamino)pyridine, pyridine / 1.) 0 deg C, 1 h, 2.) 8 deg C, 16 h

2: 82 percent / sodium cyanide / dimethylformamide / 3.5 h / 85 °C

3: 70 percent / lithium aluminum hydride / diethyl ether / 5 h / Heating

With pyridine; dmap; sodium cyanide; lithium aluminium tetrahydride; In diethyl ether; N,N-dimethyl-formamide;

DOI:10.1021/jo00206a040

Reference yield:

(S)-1,2-O-isopropylidene-4-O-<(4-methylphenyl)sulfonyl>-1,2,4-butanetriol (94992-56-0) → (S)-1,2-O-isopropylidene-5-amino-1,2-pentanediol (94944-63-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 82 percent / sodium cyanide / dimethylformamide / 3.5 h / 85 °C

2: 70 percent / lithium aluminum hydride / diethyl ether / 5 h / Heating

With sodium cyanide; lithium aluminium tetrahydride; In diethyl ether; N,N-dimethyl-formamide;

DOI:10.1021/jo00206a040

upstream raw materials:

(S)-4,5-O-isopropylidene-4,5-dihydroxypentanenitrile

2-[(S)-2,2-dimethyl-1,3-dioxolan-4-yl]ethanol

(S)-1,2-O-isopropylidene-4-O-<(4-methylphenyl)sulfonyl>-1,2,4-butanetriol

Downstream raw materials:

(S)-N-<(benzyloxy)carbonyl>-5-amino-1,2-pentanediol

(S)-N-<(benzyloxy)carbonyl>-3-O-(2-tetrahydropyranyl)-3-piperidinol

(S)-N-<(benzyloxy)carbonyl>-1-O-<(4-methylphenyl)sulfonyl>-5-amino-1,2-pentanediol

(S)-N-<(benzyloxy)carbonyl>-1-O-<(4-methylphenyl)sulfonyl>-2-O-(2-tetrahydropyranyl)-5-amino-1,2-pentanediol