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(+)-N,N,N′,N′-Tetramethyl-L-tartaric acid diamide_Molecular_structure_CAS_26549-65-5)
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(+)-N,N,N′,N′-Tetramethyl-L-tartaric acid diamide

Catalog No. 87953 Name Sigma Aldrich
CAS Number 26549-65-5 Website http://www.sigmaaldrich.com
M. F. C8H16N2O4 Telephone 1-800-521-8956
M. W. 204.22364 Fax
Purity ≥98.0% (sum of enantiomers, HPLC) Email
Storage Chembase ID: 145996

SYNONYMS

Title
(+)-N,N,N′,N′-四甲基-L-酒石酸二酰胺
IUPAC name
(2R,3R)-2,3-dihydroxy-N,N,N',N'-tetramethylbutanediamide
IUPAC Traditional name
(2R,3R)-2,3-dihydroxy-N,N,N',N'-tetramethylbutanediamide
Synonyms
(R,R)-(+)-2,3-二羟基-N,N,N′,N′-四甲基琥珀酰胺
(+)-L-Tartaric acid bis(dimethylamide)
(R,R)-(+)-2,3-Dihydroxy-N,N,N′,N′-tetramethylsuccinamide
(+)-L-酒石酸双(二甲酰胺)

DATABASE IDS

Beilstein Number 1959244
CAS Number 26549-65-5
MDL Number MFCD00025672

PROPERTIES

Grade purum
Linear Formula [-CH(OH)CON(CH3)2]2
Purity ≥98.0% (sum of enantiomers, HPLC)
Melting Point 184-186 °C(lit.)
Melting Point 184-186 °C
Optical Rotation [α]20/D +46±2°, c = 3% in ethanol
MSDS Link Download
Personal Protective Equipment Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
German water hazard class 3

DETAILS

Description (English)
Other Notes
Chiral auxiliary; the corresponding acetals of α,β-unsaturated aldehydes and ketones undergo highly regio- and stereoselective reactions at the double bond. Reactions with organoaluminum reagents1; stereoselective bromolactonization2,3; Preparation of a chiral dioxaborolane ligand for cyclopropanation4
Description (简体中文)
Other Notes
手性助剂;α,β-不饱和醛的相应缩醛及酮可在双键位置发生高区域选择性和立体选择性反应。与有机铝试剂反应1;立体选择性溴内酯化2,3;制备手性二氧杂戊硼烷配体,以进行环丙烷化反应4

REFERENCES