1100077-15-3

Basic information

• Product Name: ethyl (2S,3R)-2-(benzyloxycarbonylamino)-3-formyl-4-methylpentanoate
• Synonyms: ethyl (2S,3R)-2-(benzyloxycarbonylamino)-3-formyl-4-methylpentanoate
• CAS NO: 1100077-15-3
• Molecular Weight: 321.373
• Mol File: 1100077-15-3.mol

Chemical Properties

• CAS DataBase Reference: ethyl (2S,3R)-2-(benzyloxycarbonylamino)-3-formyl-4-methylpentanoate(CAS DataBase Reference)
• NIST Chemistry Reference: ethyl (2S,3R)-2-(benzyloxycarbonylamino)-3-formyl-4-methylpentanoate(1100077-15-3)
• EPA Substance Registry System: ethyl (2S,3R)-2-(benzyloxycarbonylamino)-3-formyl-4-methylpentanoate(1100077-15-3)

Safety Data

• Hazardous Substances Data: 1100077-15-3(Hazardous Substances Data)

Upstream product

• 590-86-3 isovaleraldehyde 
• 295365-34-3 ethyl benzyloxycarbonylamino(toluene-4-sulfonyl)acetate 
• 621-84-1 O-benzyl carbamate 

Relevant articles and documents

Highly efficient asymmetric anti-Mannich reactions of carbonyl compounds with N-carbamoyl imines catalyzed by amino-thiourea organocatalysts

A series of pyrrolidine-based organocatalysts which bear three synergistic features, i.e. secondary amino group, various H-bond donor groups at the 4-position and a stereocontrol silyl ether group at the α-position of the pyrrolidine nitrogen atom, were d

Controlling stereoselectivity in the aminocatalytic enantioselective mannich reaction of aldehydes with in situ generated N-carbamoyl imines

A simple and convenient method for the direct, aminocatalytic, and highly enantioselective Mannich reactions of aldehydes with in situ generated N-carbamoyl imines has been developed. Both α-imino esters and aromatic imines serve as suitable electrophilic components. Moreover, the judicious selection of commercially available secondary amine catalysts allows selective access to the desired stereoisomer of the N-tert-butoxycarbonyl (Boc) or N-carbobenzyloxy (Cbz) Mannich adducts, with high control over the syn or anti relative configura-tion and almost perfect enantioselectivity. Besides the possibility to fully control the stereochemistry of the Mannich reaction, the main advantage of this method lies in the operational simplicity; the highly reactive N-carbamate-protected imines are generated in situ from stable and easily handled aamido sulfones. 2010 Wiley-VCH Verlag GmbH & Co. KGaA.

Aminocatalytic enantioselective anti-mannich reaction of aldehydes with in situ generated N-cbz and N-boc imines

(Chemical Equation Presented) The title reaction catalyzed by the commercially available chiral secondary amine 1 proceeds with high stereocontrol and allows the in situ generation of N-carbamate-protected imines from stable a-amido sulfones 2. This organocatalytic approach provides easy and convenient access to valuable compounds 3 in high yield, with very good anti selectivity,and in high enantiomeric purity.