MedKoo Cat#: 592639 | Name: alpha-Conhydrine

Description:

WARNING: This product is for research use only, not for human or veterinary use.

alpha-Conhydrine is a biochemical.

Chemical Structure

alpha-Conhydrine
alpha-Conhydrine
CAS#495-20-5

Theoretical Analysis

MedKoo Cat#: 592639

Name: alpha-Conhydrine

CAS#: 495-20-5

Chemical Formula: C8H17NO

Exact Mass: 143.1310

Molecular Weight: 143.23

Elemental Analysis: C, 67.09; H, 11.96; N, 9.78; O, 11.17

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
No Data
Synonym
alpha-Conhydrine
IUPAC/Chemical Name
2-Piperidinemethanol, alpha-ethyl-, (R-(R*,S*))- (9CI)
InChi Key
VCCAAURNBULZRR-JGVFFNPUSA-N
InChi Code
InChI=1S/C8H17NO/c1-2-8(10)7-5-3-4-6-9-7/h7-10H,2-6H2,1H3/t7-,8+/m0/s1
SMILES Code
O[C@H](CC)[C@H]1NCCCC1
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.03.00
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 143.23 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Jamieson AG, Sutherland A. Ether-directed, stereoselective aza-Claisen rearrangements: synthesis of the piperidine alkaloid, alpha-conhydrine. Org Lett. 2007 Apr 12;9(8):1609-11. Epub 2007 Mar 20. PubMed PMID: 17371038. 2: Voituriez A, Ferreira F, Chemla F. Short and efficient asymmetric synthesis of (-)-alpha-conhydrine. J Org Chem. 2007 Jul 6;72(14):5358-61. Epub 2007 Jun 8. PubMed PMID: 17555362. 3: Guerreiro P, Ratovelomanana-Vidal V, Genet JP. Asymmetric synthesis of hydroxylated pyrrolizidine, indolizidine, and (+)-alpha-conhydrine via ruthenium-catalyzed hydrogenation. Chirality. 2000 Jun;12(5-6):408-10. PubMed PMID: 10824162. 4: Deshmukh SC, Roy A, Talukdar P. Diastereoselective construction of syn-α-oxyamines via three-component α-oxyaldehyde-dibenzylamine-alkyne coupling reaction: application in the synthesis of (+)-β-conhydrine and its analogues. Org Biomol Chem. 2012 Oct 7;10(37):7536-44. doi: 10.1039/c2ob26007g. Epub 2012 Aug 13. PubMed PMID: 22890876. 5: Roy S, Sharma A, Mula S, Chattopadhyay S. Metal-dependent reaction tuning with cyclopentylmetal reagents: application to the asymmetric synthesis of (+)-alpha-conhydrine and (S)-2-cyclopentyl-2-phenylglycolic acid. Chemistry. 2009;15(7):1713-22. doi: 10.1002/chem.200801603. PubMed PMID: 19130529. 6: Liu S, Xie JH, Li W, Kong WL, Wang LX, Zhou QL. Highly enantioselective synthesis of chiral cyclic amino alcohols and conhydrine by ruthenium-catalyzed asymmetric hydrogenation. Org Lett. 2009 Nov 5;11(21):4994-7. doi: 10.1021/ol901605a. PubMed PMID: 19788265. 7: Beng TK, Gawley RE. Highly enantioselective catalytic dynamic resolution of N-Boc-2-lithiopiperidine: synthesis of (R)-(+)-N-Boc-pipecolic acid, (S)-(-)-coniine, (S)-(+)-pelletierine, (+)-beta-conhydrine, and (S)-(-)-ropivacaine and formal synthesis of (-)-lasubine II and (+)-cermizine C. J Am Chem Soc. 2010 Sep 8;132(35):12216-7. doi: 10.1021/ja105772z. PubMed PMID: 20806976; PubMed Central PMCID: PMC2945905. 8: MOLL F, AUTERHOFF H. [Hydrogen bonding by conhydrine, pseudoconhydrine and N-methylconhydrine]. Arch Pharm Ber Dtsch Pharm Ges. 1962 Jan;295/67:52-7. German. PubMed PMID: 14475192. 9: Petersen KS, Posner GH. Asymmetric, organocatalytic, three-step synthesis of gamma-hydroxy-(E)-alpha,beta-unsaturated sulfones and esters. Org Lett. 2008 Oct 16;10(20):4685-7. doi: 10.1021/ol8020513. Epub 2008 Sep 24. PubMed PMID: 18811178; PubMed Central PMCID: PMC2628291.