130317-10-1

Basic information

• Product Name: TERT-BUTYL (S)-(-)-5-BENZYL-2-OXO-4-
• Synonyms: TERT-BUTYL (S)-(-)-5-BENZYL-2-OXO-4-;tert-butyl (S)-(-)-5-benzyl-2-oxo-4-morpholinecar;(S)-()-N-Boc-5-benzyl-2-oxoMorpholine
• CAS NO: 130317-10-1
• Molecular Formula: C₁₆H₂₁NO₄
• Molecular Weight: 291.345
• Product Categories: Chiral Building Blocks;Heterocyclic Building Blocks;Morpholines
• Mol File: 130317-10-1.mol

Chemical Properties

• Melting Point: 98-100 °C(lit.)
• Boiling Point: 441.1°Cat760mmHg
• Flash Point: 220.6°C
• Appearance: /
• Density: 1.162g/cm³
• Vapor Pressure: 5.6E-08mmHg at 25°C
• Refractive Index: 1.532
• CAS DataBase Reference: TERT-BUTYL (S)-(-)-5-BENZYL-2-OXO-4-(CAS DataBase Reference)
• NIST Chemistry Reference: TERT-BUTYL (S)-(-)-5-BENZYL-2-OXO-4-(130317-10-1)
• EPA Substance Registry System: TERT-BUTYL (S)-(-)-5-BENZYL-2-OXO-4-(130317-10-1)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 130317-10-1(Hazardous Substances Data)

Usage

InChI:InChI=1/C16H21NO4/c1-16(2,3)21-15(19)17-10-14(18)20-11-13(17)9-12-7-5-4-6-8-12/h4-8,13H,9-11H2,1-3H3/t13-/m0/s1

Upstream product

• 24424-99-5 di-tert-butyl dicarbonate 
• 3182-95-4 L-Phenylalaninol 
• 105-36-2 ethyl bromoacetate 

Downstream Products

• 141409-90-7 (3S,5S)-5-Benzyl-3-(3-chloro-propyl)-2-oxo-morpholine-4-carboxylic acid tert-butyl ester 
• 141409-89-4 (3S,5S)-5-Benzyl-2-oxo-3-phenethyl-morpholine-4-carboxylic acid tert-butyl ester 
• 130316-76-6 (2S,4S)-3-aza-4-(morpholinocarbonyl)-2-butyl-5-phenylpentanamide of (2S,3R,4S)-2-amino-1-cyclohexyl-3,4-dihydroxy-6-methylheptane 
• 141364-56-9 (S)-2-[((S)-1-Benzyl-2-morpholin-4-yl-2-oxo-ethyl)-tert-butoxycarbonyl-amino]-hexanoic acid 
• 130317-17-8 Methyl 3-Aza-4(S)-benzyl-3-(tert-butoxycarbonyl)-2(S)-butyl-5-hydroxypentanoate 
• 141409-95-2 Bis-((S)-1-hydroxymethyl-2-phenyl-ethyl)-carbamic acid tert-butyl ester 
• 141409-94-1 (S)-2-[((S)-1-Hydroxymethyl-2-phenyl-ethyl)-methyl-amino]-3-phenyl-propan-1-ol 
• 141409-87-2 (3S,5S)-5-Benzyl-3-methyl-2-oxo-morpholine-4-carboxylic acid tert-butyl ester 
• 130317-15-6 (3S,5S)-3-Allyl-5-benzyl-2-oxo-morpholine-4-carboxylic acid tert-butyl ester 
• 141409-93-0 (3S,5S)-5-Benzyl-3-((S)-hydroxy-phenyl-methyl)-2-oxo-morpholine-4-carboxylic acid tert-butyl ester 
• 141436-35-3 (3R,5S)-5-Benzyl-3-((R)-hydroxy-phenyl-methyl)-2-oxo-morpholine-4-carboxylic acid tert-butyl ester 
• 141409-88-3 (3S,5S)-3,5-Dibenzyl-2-oxo-morpholine-4-carboxylic acid tert-butyl ester 
• 141436-34-2 (3R,5S)-5-Benzyl-3-(2,2-bis-benzenesulfonyl-ethyl)-2-oxo-morpholine-4-carboxylic acid tert-butyl ester 
• 141409-92-9 (3S,5S)-5-Benzyl-3-(2,2-bis-benzenesulfonyl-ethyl)-2-oxo-morpholine-4-carboxylic acid tert-butyl ester 

Relevant articles and documents

Selective Reductive Elimination at Alkyl Palladium(IV) by Dissociative Ligand Ionization: Catalytic C(sp3)?H Amination to Azetidines

A palladium(II)-catalyzed γ-C?H amination of cyclic alkyl amines to deliver highly substituted azetidines is reported. The use of a benziodoxole tosylate oxidant in combination with AgOAc was found to be crucial for controlling a selective reductive elimination pathway to the azetidines. The process is tolerant of a range of functional groups, including structural features derived from chiral α-amino alcohols, and leads to the diastereoselective formation of enantiopure azetidines.

Synthesis and Structure Determination of (3S,5S)-2,3,5,6-Tetrahydro-3,5-dialkyl-N-(tert-butyloxycarbonyl)-4H-1,4-oxazine-2-ones

(5S)-2,3,5,6-Tetrahydro-5-alkyl-N-(tert-butyloxycarbonyl)-4H-1,4-oxazine-2-ones, which are readily prepared from optically pure 2-amino alcohols alkylate selectively at the C-3 position to give (3S,5S)-dialkyl-2,3,5,6-tetrahydro-5-alkyl-N-(tert-butyloxyca