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Details

Stereochemistry ABSOLUTE
Molecular Formula C4H11NOS
Molecular Weight 121.201
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of tert-Butylsulfinamide, (R)-(+)-

SMILES

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

InChI

InChIKey=CESUXLKAADQNTB-SSDOTTSWSA-N
InChI=1S/C4H11NOS/c1-4(2,3)7(5)6/h5H2,1-3H3/t7-/m1/s1

HIDE SMILES / InChI

Molecular Formula C4H11NOS
Molecular Weight 121.201
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED

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
Substance Class Chemical
Created
by admin
on Mon Mar 31 20:34:49 GMT 2025
Edited
by admin
on Mon Mar 31 20:34:49 GMT 2025
Record UNII
7FEC1T720F
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
ELLMAN'S SULFINAMIDES (R)-FORM [MI]
Preferred Name English
tert-Butylsulfinamide, (R)-(+)-
Systematic Name English
(R)-TERT-BUTANESULFINAMIDE
Systematic Name English
(R)-(+)-TERT-BUTANESULFINAMIDE
Systematic Name English
2-PROPANESULFINAMIDE, 2-METHYL-, (S(R))-
Systematic Name English
(R)-(+)-TERT-BUTYLSULFINAMIDE
Systematic Name English
(R)-TERT-BUTYLSULFINAMIDE
Systematic Name English
2-PROPANESULFINAMIDE, 2-METHYL-, (R)-
Systematic Name English
(R)-(+)-2-METHYL-2-PROPANESULFINAMIDE
Systematic Name English
(R)-2-METHYLPROPANE-2-SULFINAMIDE
Systematic Name English
(R)-2-METHYL-2-PROPANESULFINAMIDE
Systematic Name English
Code System Code Type Description
CAS
196929-78-9
Created by admin on Mon Mar 31 20:34:49 GMT 2025 , Edited by admin on Mon Mar 31 20:34:49 GMT 2025
PRIMARY
PUBCHEM
10964479
Created by admin on Mon Mar 31 20:34:49 GMT 2025 , Edited by admin on Mon Mar 31 20:34:49 GMT 2025
PRIMARY
FDA UNII
7FEC1T720F
Created by admin on Mon Mar 31 20:34:49 GMT 2025 , Edited by admin on Mon Mar 31 20:34:49 GMT 2025
PRIMARY
EPA CompTox
DTXSID40449939
Created by admin on Mon Mar 31 20:34:49 GMT 2025 , Edited by admin on Mon Mar 31 20:34:49 GMT 2025
PRIMARY
MERCK INDEX
m4877
Created by admin on Mon Mar 31 20:34:49 GMT 2025 , Edited by admin on Mon Mar 31 20:34:49 GMT 2025
PRIMARY Merck Index