511286-63-8

Basic information

• Product Name: (4S) 3,4-dibenzyl[1,2,3]oxathiazolidine-2,2-dioxide
• Synonyms: (4S) 3,4-dibenzyl[1,2,3]oxathiazolidine-2,2-dioxide
• CAS NO: 511286-63-8
• Molecular Weight: 303.382
• Mol File: 511286-63-8.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: (4S) 3,4-dibenzyl[1,2,3]oxathiazolidine-2,2-dioxide(CAS DataBase Reference)
• NIST Chemistry Reference: (4S) 3,4-dibenzyl[1,2,3]oxathiazolidine-2,2-dioxide(511286-63-8)
• EPA Substance Registry System: (4S) 3,4-dibenzyl[1,2,3]oxathiazolidine-2,2-dioxide(511286-63-8)

Safety Data

• Hazardous Substances Data: 511286-63-8(Hazardous Substances Data)

Upstream product

• 3182-93-2 (L)-phenylalanine ethyl ester hydrochloride 
• 63-91-2 L-phenylalanine 
• 19817-70-0 (S)-ethyl N-benzoyl-phenylalaninate 
• 5267-65-2 (S)-N-(1-hydroxy-3-phenylpropan-2-yl)benzamide 
• 42807-45-4 N-benzyl-L-phenylalaninol 
• 511286-78-5 (S)-3,4-Dibenzyl-[1,2,3]oxathiazolidine 2-oxide 

Downstream Products

• 823785-80-4 diethyl (5S)-(1,5-dibenzylpyrrolidin-2-on-3-yl)phosphonate 
• 960600-42-4 [(R)-1,5-dibenzylpyrrolidin-(2E)-ylidene]acetic acid ethyl ester 
• 1349191-55-4 (S)-ethyl-5-(benzylamino)-6-phenyl-hex-2-ynoate 
• 1349191-50-9 (S)-N-benzyl-6-methyl-1-phenyl-hept-6-en-4-yn-2-amine 
• 1349191-49-6 (S)-N-benzyl-1,5-diphenyl-pent-4-yn-2-amine 
• 1349191-57-6 (S)-N-benzyl-6-(benzyloxy)-1-phenyl-hex-4-yn-2-amine 
• 1349191-53-2 (S)-N-benzyl-5-cyclopentyl-1-phenyl-pent-4-yn-2-amine 
• 1349191-52-1 (S)-N-benzyl-8-methyl-1-phenyl-non-4-yn-2-amine 
• 1349191-54-3 (S)-N-benzyl-6,6-diethoxy-1-phenyl-hex-4-yn-2-amine 

Relevant articles and documents

A [3+3] cyclization strategy for asymmetric synthesis of alkyl substituted piperidine-2-ones using 1,2-cyclic sulfamidates: A formal synthesis of (S)-coniine from l-norvaline

Regioselective ring-opening reactions of a set of representative 1,2-cyclic sulfamidates with lithium triethylorthopropiolate proceeded efficiently to deliver the corresponding δ-amino-α,β-unsaturated esters after acidic hydrolysis. Hydrogenation of the unsaturated esters and subsequent thermal cyclization afforded the related alkyl substituted piperidine-2-ones. This approach represents a novel [3+3] cyclization strategy for the asymmetric synthesis of alkyl substituted piperidin-2-ones. Efficiency of the cyclization process is illustrated by a formal asymmetric synthesis of (S)-coniine from l-norvaline.

1,2-Cyclic sulfamidates as versatile precursors to thiomorpholines and piperazines

(Matrix presented) 1,2-Cyclic sulfamidates undergo regiospecific nucleophilic displacement with either methyl thioglycolate or α-amino esters, followed by lactamization (thermal, base-mediated, or cyanide-catalyzed), to give thiomorpholin-3-ones and piper