Conhydrine

Base Information

• Chemical Name: Conhydrine
• CAS No.: 63401-12-7
• Molecular Formula: C8H17NO
• Molecular Weight: 143.229
• European Community (EC) Number: 207-798-1,831-531-3
• NSC Number: 172229
• DSSTox Substance ID: DTXSID60871697
• Nikkaji Number: J1.077.263J
• Wikipedia: Conhydrine
• Wikidata: Q105283608
• Mol file: 63401-12-7.mol

Synonyms:alpha-conhydrine;conhydrine

Chemical Property of Conhydrine

Chemical Property:

• XLogP3: 1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 143.131014166
• Heavy Atom Count: 10
• Complexity: 95.3

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC(C1CCCCN1)O

Technology Process of Conhydrine

There total 37 articles about Conhydrine 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: 96.0%

conhydrinone hydrochloride (38726-77-1) → C8H17NO (63401-12-7) + (S)-1-[(R)-piperidin-2-yl]propan-1-ol [(-)-α-conhydrine] (495-20-5,3238-62-8,3238-63-9,18209-37-5,63401-12-7,100101-26-6)

Guidance literature:

With RuCl₂[(S)-XylSDP][(R,R)-DPEN]; potassium tert-butylate; hydrogen; In isopropyl alcohol; at 20 ℃; under 38002.6 Torr; optical yield given as %ee; enantioselective reaction; Autoclave;

DOI:10.1021/ol901605a

Reference yield: 96.0%

conhydrinone hydrochloride (38726-77-1) → C8H17NO (63401-12-7) + (S)-1-[(R)-piperidin-2-yl]propan-1-ol [(-)-α-conhydrine] (495-20-5,3238-62-8,3238-63-9,18209-37-5,63401-12-7,100101-26-6)

Guidance literature:

With RuCl₂[(S)-XylSDP][(R,R)-DPEN]; potassium tert-butylate; hydrogen; In isopropyl alcohol; at 20 ℃; under 38002.6 Torr; optical yield given as %ee; enantioselective reaction; Autoclave;

DOI:10.1021/ol901605a

Reference yield: 95.0%

conhydrinone hydrochloride (38726-77-1) → C8H17NO (63401-12-7) + (+)-conhydrine (495-20-5)

Guidance literature:

With RuCl₂[(R)-XylSDP][(S,S)-DPEN]; potassium tert-butylate; hydrogen; In isopropyl alcohol; at 20 ℃; under 38002.6 Torr; enantioselective reaction; Autoclave;

DOI:10.1021/ol901605a

upstream raw materials:

2-(1-hydroxypropyl)-piperidine-1-carboxylic acid tert-butyl ester

(+)-(5R,6S,S_S)-methyl 5-(tert-butylsulfinamido)-6-(methoxymethoxy)-8-(trimethylsilyl)oct-7-ynoate

(+)-(6R)-[(1S)-1-(methoxymethoxy)-3-(trimethylsilyl)prop-2-ynyl]piperidin-2-one

(+)-(6R)-[(1S)-1-(methoxymethoxy)prop-2-ynyl]piperidin-2-one

Downstream raw materials:

1-(2-piperidyl)-1-propanone

1-(3,4,5,6-tetrahydro-2-pyridyl)-1-propanone

Refernces

• 1、 Bandini, Elisa,Corda, Giulia,D'Aurizio, Antonio,Panunzio, Mauro. "A straightforward synthesis of conhydrine by hetero Diels-Alder strategy mediated by microwaves". supporting information; experimental part. p. 933 - 934. Retrieved 2010/05/18.
• 2、 Voituriez, Arnaud,Ferreira, Franck,Chemla, Fabrice. "Short and efficient asymmetric synthesis of (-)-α-conhydrine". . p. 5358 - 5361. Retrieved 2008/02/08.