Name: (1S,2R,5S)-(+)-Menthyl (R)-p-toluenesulfinate
Brand: ALDRICH

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About This Item

Empirical Formula (Hill Notation):

C₁₇H₂₆O₂S

CAS Number:

91796-57-5

Molecular Weight:

294.45

UNSPSC Code:

12352000

PubChem Substance ID:

24856827

NACRES:

NA.22

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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

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