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Details

Stereochemistry RACEMIC
Molecular Formula C4H11NOS
Molecular Weight 121.201
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of TERT-BUTYLSULFINAMIDE, (±)-

SMILES

CC(C)(C)[S+](N)[O-]

InChI

InChIKey=CESUXLKAADQNTB-UHFFFAOYSA-N
InChI=1S/C4H11NOS/c1-4(2,3)7(5)6/h5H2,1-3H3

HIDE SMILES / InChI

Approval Year

PubMed

PubMed

TitleDatePubMed
Stereoselective α-aminoallylation of aldehydes with chiral tert-butanesulfinamides and allyl bromides.
2010-09-17
Synthesis and applications of tert-butanesulfinamide.
2010-06-09
The tert-butylsulfinamide lynchpin in transition-metal-mediated multiscaffold library synthesis.
2010-05-07
Discovery of 4-amino-1-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)piperidine-4-carboxamides as selective, orally active inhibitors of protein kinase B (Akt).
2010-03-11
Asymmetric synthesis of alpha-alkylated N-sulfinyl imidates as new chiral building blocks.
2009-05-15
General one-pot method for the preparation of N-tert-butanesulfinylamine diastereomer mixtures as standards for stereoselectivity determinations.
2009-05-01
Highly stereoselective methylene transfers onto butanediacetal-protected chiral non-racemic sulfinyl imines using S-ylide technology.
2009-04-14
Recycling the tert-butanesulfinyl group in the synthesis of amines using tert-butanesulfinamide.
2009-04-03
A scalable synthesis of an azabicyclooctanyl derivative, a novel DPP-4 inhibitor.
2008-11-21
Sequential C-Si bond formations from diphenylsilane: application to silanediol peptide isostere precursors.
2008-10-01
An advance on exploring N-tert-butanesulfinyl imines in asymmetric synthesis of chiral amines.
2008-07
Expedient synthesis of N-methyl tubulysin analogues with high cytotoxicity.
2008-06-20
An efficient and versatile approach for optical resolution of C2-symmetric axially chiral biaryl dials. Synthesis of enantiopure biaryl-derived cyclic trans-1,2-diols.
2008-03-20
Chiroptical spectroscopic determination of molecular structures of chiral sulfinamides: t-butanesulfinamide.
2007-11-01
One-pot asymmetric synthesis of either diastereomer of tert-butanesulfinyl-protected amines from ketones.
2007-01-19
The total synthesis of tubulysin D.
2006-12-20
Practical asymmetric synthesis of alpha-branched 2-piperazinylbenzylamines by 1,2-additions of organometallic reagents to N-tert-butanesulfinyl imines.
2005-10-28
A rapid and general method for the asymmetric synthesis of 2-substituted pyrrolidines using tert-butanesulfinamide.
2005-06-07
Highly stereoselective addition of organometallic reagents to N-tert-butanesulfinyl imines derived from 3- and 4-substituted cyclohexanones.
2004-05-13
Improved synthesis of tert-butanesulfinamide suitable for large-scale production.
2003-04-17
N-tert-butanesulfinyl imines: versatile intermediates for the asymmetric synthesis of amines.
2002-11
Patents
Name Type Language
TERT-BUTYLSULFINAMIDE, (±)-
Systematic Name English
ELLMAN'S SULFINAMIDE
Preferred Name English
ELLMAN'S SULFINAMIDES (RS)-FORM [MI]
Common Name English
2-METHYLPROPAN-2-SULFINAMIDE
Systematic Name English
2-PROPANESULFINAMIDE, 2-METHYL-
Systematic Name English
1,1-DIMETHYLETHYLSULFINAMIDE
Systematic Name English
Code System Code Type Description
EPA CompTox
DTXSID20391967
Created by admin on Mon Mar 31 22:59:20 GMT 2025 , Edited by admin on Mon Mar 31 22:59:20 GMT 2025
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CAS
146374-27-8
Created by admin on Mon Mar 31 22:59:20 GMT 2025 , Edited by admin on Mon Mar 31 22:59:20 GMT 2025
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FDA UNII
42F4K704G0
Created by admin on Mon Mar 31 22:59:20 GMT 2025 , Edited by admin on Mon Mar 31 22:59:20 GMT 2025
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WIKIPEDIA
tert-Butanesulfinamide
Created by admin on Mon Mar 31 22:59:20 GMT 2025 , Edited by admin on Mon Mar 31 22:59:20 GMT 2025
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PUBCHEM
3382465
Created by admin on Mon Mar 31 22:59:20 GMT 2025 , Edited by admin on Mon Mar 31 22:59:20 GMT 2025
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