278742
(1S,2R,5S)-(+)-Menthyl (R)-p-toluenesulfinate
98%
Synonym(s):
(R)-(+)-Menthyl p-toluenesulfinate
Sign Into View Organizational & Contract Pricing
All Photos(1)
About This Item
Empirical Formula (Hill Notation):
C17H26O2S
CAS Number:
Molecular Weight:
294.45
UNSPSC Code:
12352000
PubChem Substance ID:
NACRES:
NA.22
Recommended Products
Assay
98%
form
solid
optical activity
[α]20/D +200°, c = 2 in acetone
mp
104-106 °C (lit.)
functional group
sulfinic acid
storage temp.
2-8°C
SMILES string
C[C@H]1CC[C@H](C(C)C)[C@H](C1)OS(=O)c2ccc(C)cc2
InChI
1S/C17H26O2S/c1-12(2)16-10-7-14(4)11-17(16)19-20(18)15-8-5-13(3)6-9-15/h5-6,8-9,12,14,16-17H,7,10-11H2,1-4H3/t14-,16+,17-,20+/m0/s1
InChI key
NQICGNSARVCSGJ-DZIWXPPMSA-N
Application
(1S,2R,5S)-(+)-Menthyl (R)-p-toluenesulfinate can be used:
- As a chiral electrophile in the synthesis of fluorescent triazolopyridine ligands.
- To prepare various sulfinimines, which are further used in the synthesis of α-aminophosphonic acids by reacting with borane complexes.
- In one of the key synthetic steps for the synthesis of (S)-(+)-ethyl β-amino-3-pyridinepropanoate, a component of an antiplatelet agent.
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Choose from one of the most recent versions:
Already Own This Product?
Find documentation for the products that you have recently purchased in the Document Library.
A new efficient procedure for asymmetric synthesis of alpha-aminophosphonic acids via addition of lithiated bis (diethylamino) phosphine borane complex to enantiopure sulfinimines
Mikolajczyk M, et al.
Tetrahedron Asymmetry, 13(23), 2571-2576 (2002)
Triazolopyridines. Part 25: Synthesis of new chiral ligands from [1, 2, 3] triazolo [1, 5-a] pyridines
Abarca B, et al.
Tetrahedron, 63(42), 10479-10485 (2007)
An Efficient Synthesis of (S)-(+)-Ethyl beta-Amino-3-pyridinepropanoate Using Enantiopure Sulfinimines
Davis FA, et al.
The Journal of Organic Chemistry, 61(6), 2222-2225 (1996)
Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.
Contact Technical Service