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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, (S)-(-)-

SMILES

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

InChI

InChIKey=CESUXLKAADQNTB-ZETCQYMHSA-N
InChI=1S/C4H11NOS/c1-4(2,3)7(5)6/h5H2,1-3H3/t7-/m0/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
N-tert-butanesulfinyl imines: versatile intermediates for the asymmetric synthesis of amines.
2002 Nov
Improved synthesis of tert-butanesulfinamide suitable for large-scale production.
2003 Apr 17
Highly stereoselective addition of organometallic reagents to N-tert-butanesulfinyl imines derived from 3- and 4-substituted cyclohexanones.
2004 May 13
A rapid and general method for the asymmetric synthesis of 2-substituted pyrrolidines using tert-butanesulfinamide.
2005 Jun 7
Practical asymmetric synthesis of alpha-branched 2-piperazinylbenzylamines by 1,2-additions of organometallic reagents to N-tert-butanesulfinyl imines.
2005 Oct 28
The total synthesis of tubulysin D.
2006 Dec 20
One-pot asymmetric synthesis of either diastereomer of tert-butanesulfinyl-protected amines from ketones.
2007 Jan 19
Chiroptical spectroscopic determination of molecular structures of chiral sulfinamides: t-butanesulfinamide.
2007 Nov 1
An advance on exploring N-tert-butanesulfinyl imines in asymmetric synthesis of chiral amines.
2008 Jul
Expedient synthesis of N-methyl tubulysin analogues with high cytotoxicity.
2008 Jun 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 Mar 20
A scalable synthesis of an azabicyclooctanyl derivative, a novel DPP-4 inhibitor.
2008 Nov 21
Sequential C-Si bond formations from diphenylsilane: application to silanediol peptide isostere precursors.
2008 Oct 1
Highly stereoselective methylene transfers onto butanediacetal-protected chiral non-racemic sulfinyl imines using S-ylide technology.
2009 Apr 14
Recycling the tert-butanesulfinyl group in the synthesis of amines using tert-butanesulfinamide.
2009 Apr 3
General one-pot method for the preparation of N-tert-butanesulfinylamine diastereomer mixtures as standards for stereoselectivity determinations.
2009 May 1
Asymmetric synthesis of alpha-alkylated N-sulfinyl imidates as new chiral building blocks.
2009 May 15
Synthesis and applications of tert-butanesulfinamide.
2010 Jun 9
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 Mar 11
The tert-butylsulfinamide lynchpin in transition-metal-mediated multiscaffold library synthesis.
2010 May 7
Stereoselective α-aminoallylation of aldehydes with chiral tert-butanesulfinamides and allyl bromides.
2010 Sep 17
Patents
Substance Class Chemical
Created
by admin
on Fri Dec 15 18:22:08 GMT 2023
Edited
by admin
on Fri Dec 15 18:22:08 GMT 2023
Record UNII
I85YC2ZA8O
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
TERT-BUTYLSULFINAMIDE, (S)-(-)-
Systematic Name English
TERT-BUTANESULFINAMIDE, (S)-(-)-
Systematic Name English
(S)-(-)-TERT-BUTYL SULFINAMIDE
Systematic Name English
ELLMAN'S SULFINAMIDES (S)-FORM [MI]
Common Name English
(S)-TERT-BUTANESULFINAMIDE
Systematic Name English
2-PROPANESULFINAMIDE, 2-METHYL-, (S(S))-
Systematic Name English
(S)-(-)-TERT-BUTANESULFINAMIDE
Systematic Name English
(S)-TERT-BUTYLSULFINAMIDE
Systematic Name English
(S)-2-METHYL-2-PROPANESULFINAMIDE
Systematic Name English
(S)-(-)-2-METHYL-2-PROPANESULFINAMIDE
Systematic Name English
Code System Code Type Description
MERCK INDEX
m4877
Created by admin on Fri Dec 15 18:22:08 GMT 2023 , Edited by admin on Fri Dec 15 18:22:08 GMT 2023
PRIMARY Merck Index
CAS
343338-28-3
Created by admin on Fri Dec 15 18:22:08 GMT 2023 , Edited by admin on Fri Dec 15 18:22:08 GMT 2023
PRIMARY
FDA UNII
I85YC2ZA8O
Created by admin on Fri Dec 15 18:22:08 GMT 2023 , Edited by admin on Fri Dec 15 18:22:08 GMT 2023
PRIMARY
EPA CompTox
DTXSID90463241
Created by admin on Fri Dec 15 18:22:08 GMT 2023 , Edited by admin on Fri Dec 15 18:22:08 GMT 2023
PRIMARY
PUBCHEM
11355477
Created by admin on Fri Dec 15 18:22:08 GMT 2023 , Edited by admin on Fri Dec 15 18:22:08 GMT 2023
PRIMARY