497401
(R)-(+)-2-Methyl-2-propanesulfinamide
98%
Synonym(s):
(R)-2-methyl-2-propanesulfinamide, (R)-2-methylpropane-2-sulfinamide, (R)-tert-butanesulfinamide, (R)-tert-butylsulfinamide
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About This Item
Linear Formula:
(CH3)3CS(O)NH2
CAS Number:
Molecular Weight:
121.20
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352111
MDL number:
Quality Segment
assay
98%
optical activity
[α]20/D +4°, c = 1.0242 in chloroform stab. with amylenes
mp
103-107 °C (lit.)
storage temp.
2-8°C
SMILES string
CC(C)(C)S(N)=O
InChI
1S/C4H11NOS/c1-4(2,3)7(5)6/h5H2,1-3H3/t7-/m1/s1
InChI key
CESUXLKAADQNTB-SSDOTTSWSA-N
General description
(R)-(+)-2-Methyl-2-propanesulfinamide is a chiral auxiliary used in the condensation of the aldehyde.
Application
(R)-(+)-2-Methyl-2-propanesulfinamide may be used to prepare N-(1-cyclohexylmethylidene)-2-methylpropane-2-sulfinamide via copper mediated condensation with cyclohexane carboxaldehyde. It may also be used to prepare (20E)-N-[t-butyl-(R)-sulfinyl]-3β-(t-butyldimethylsilyloxy)-pregn-5-en-20-imine, an intermediate for the development of androgen receptor antagonists.
Useful reagent for synthesizing chiral amines.
Can be readily transformed into P,N-sulfinyl imine ligands through condensation with aldehydes and ketones, which can undergo iridium-catalyzed asymmetric hydrogenation of olefins.
Preparation of β-chloro sulfinamides in a synthesis of chiral azridines. Also used to prepare an organocatalyst for enantioselective reduction of imines.
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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