112741-50-1

Basic information

• Product Name: tert-Butyl (2S,3R)-(+)-6-oxo-2,3-diphenyl-4-morpholinecarboxylate
• Synonyms: (2S,3R)-6-Oxo-2,3-diphenyl-morpholine-4-carboxylic acid tert-butyl ester;(5R,6S)-N-Boc-5,6-diphenyl-2-morpholinone;(5S,6R)-(+)-4-Boc-5,6-diphenyl-2-Morpholinone, 99%;(2S,3R)-(+)-N-Boc-6-oxo-2,3-diphenylMorpholine;tert-butyl (2S,3R)-6-oxo-2,3-diphenylMorpholine-4-carboxylate;(2S,3R)-(+)-N-Boc-6-oxo-2,3-diphenylMorpholine;(2S, 3R) - (+) - N- t-butoxycarbonyl-6-oxo-2,3-diphenyl-Morpholine;(2S,3R)-6-Oxo-2,3-diphenyl-4-morpholinecarboxylic Acid 1,1-Dimethylethyl Ester
• CAS NO: 112741-50-1
• Molecular Formula: C₂₁H₂₃NO₄
• Molecular Weight: 353.41
• EINECS: 1312995-182-4
• Product Categories: Chiral Building Blocks;Heterocyclic Building Blocks;Morpholines;API intermediates
• Mol File: 112741-50-1.mol
• Article Data: 4

Chemical Properties

• Melting Point: 206 °C (dec.)(lit.)
• Boiling Point: 509.6 °C at 760 mmHg
• Flash Point: 262 °C
• Appearance: white powder
• Density: 1.175 g/cm³
• Vapor Pressure: 1.67E-10mmHg at 25°C
• Refractive Index: 1.561
• Storage Temp.: 2-8°C
• PKA: -3.28±0.60(Predicted)
• CAS DataBase Reference: tert-Butyl (2S,3R)-(+)-6-oxo-2,3-diphenyl-4-morpholinecarboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: tert-Butyl (2S,3R)-(+)-6-oxo-2,3-diphenyl-4-morpholinecarboxylate(112741-50-1)
• EPA Substance Registry System: tert-Butyl (2S,3R)-(+)-6-oxo-2,3-diphenyl-4-morpholinecarboxylate(112741-50-1)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39
• WGK Germany: 3
• Hazardous Substances Data: 112741-50-1(Hazardous Substances Data)

Usage

Uses

(2S,3R)-(+)-N-Boc-6-oxo-2,3-diphenylmorpholine (Williams chiral auxiliary) can be used as a reactant: In the asymmetric synthesis of cylindrospermopsin and related alkaloids via an intramolecular 1,3-dipolar cycloaddition reaction.To synthesize boc-3-(1-methylcyclopropyl)-D-alanine, which is used as an intermediate to prepare 4-fluoroproline-based analogs as potent tripeptide thrombin inhibitors. In the total synthesis of potent hepatotoxic alkaloid 7-epicylindrospermopsin by intramolecular 1,3-dipolar cycloaddition and nitroaldol reaction.To prepare differentially functionalized diaminoglutamic acids via radical reaction of selenide with methyl 2-acetamidoacrylate.

InChI:InChI=1/C21H23NO4/c1-21(2,3)26-20(24)22-14-17(23)25-19(16-12-8-5-9-13-16)18(22)15-10-6-4-7-11-15/h4-13,18-19H,14H2,1-3H3

Upstream product

• 112741-73-8 ethyl (1'R,2'S)-N-tert-butyloxycarbonyl-N-(1',2'-diphenyl-2'-hydroxyethyl)glycinate 
• 24424-99-5 di-tert-butyl dicarbonate 
• 112835-62-8 ethyl (1'R,2'S)-N-(1',2'-diphenyl-2'-hydroxyethyl)glycinate 
• 23364-44-5 (1S,2R)-2-Amino-1,2-diphenylethanol 

Downstream Products

• 136707-48-7 (3R,5R,6S)-4-(tert-butyloxycarbonyl)-5,6-diphenyl-3-(3'-chloropropyl)-2,3,5,6-tetrahydro-4H-1,4-oxazin-2-one 
• 136707-49-8 (3R,5R,6S)-4-(tert-butyloxycarbonyl)-5,6-diphenyl-3-(3'-iodopropyl)-2,3,5,6-tetrahydro-4H-1,4-oxazin-2-one 
• 143140-30-1 (3R,5R,6S)-3-Benzyl-2-oxo-5,6-diphenyl-morpholine-4-carboxylic acid tert-butyl ester 
• 732278-75-0 3-(R)-but-2-enyl-2-oxo-5-(R),6-(S)-diphenyl-morpholine-4-carboxylic acid tert-butyl ester 
• 168059-20-9 t-Butyl (2S,3R,5R)-5-(2-cyanobenzyl)-6-oxo-2,3-diphenyl-4-morpholine carboxylate 
• 282735-66-4 (5R,6S)-5,6-diphenylmorpholin-2-one 
• 143140-32-3 (3R,5R,6S)-4-tert-butoxycarbonyl-5,6-diphenyl-3-(1-prop-2-enyl)morpholin-2-one 
• 120133-45-1 (3SR,5SR,6RS)-4-tert-butoxycarbonyl-5,6-diphenyl-3-<((4'-tert-butyldimethylsilyl)oxy)but-1'-yne>-2,3,5,6-tetrahydro-1,4-oxazin-2-one 
• 120133-44-0 (3SR,5SR,6RS)-4-tert-butoxycarbonyl-5,6-diphenyl-3-(1'-octynyl)-2,3,5,6-tetrahydro-1,4-oxazin-2-one 
• 120133-43-9 (3SR,5SR,6RS)-4-tert-butoxycarbonyl-5,6-diphenyl-3-(1'-pentynyl)-2,3,5,6-tetrahydro-1,4-oxazin-2-one 
• 120133-42-8 (3SR,5SR,6RS)-4-tert-butoxycarbonyl-5,6-diphenyl-3-(1'-propynyl)-2,3,5,6-tetrahydro-1,4-oxazin-2-one 
• 174690-76-7 (3R,5R,6S)-tert-butyl 3-(but-3-en-1-yl)-2-oxo-5,6-diphenylmorpholine-4-carboxylate 
• 681128-24-5 [(R)-2-[(S)-2-(5-Chloro-2-tetrazol-1-yl-benzylcarbamoyl)-4,4-difluoro-pyrrolidin-1-yl]-1-(1-methyl-cyclopropylmethyl)-2-oxo-ethyl]-carbamic acid tert-butyl ester 
• 924901-54-2 [(R)-2-[(S)-2-(5-Chloro-2-[1,2,4]triazol-1-yl-benzylcarbamoyl)-pyrrolidin-1-yl]-1-(1-methyl-cyclopropylmethyl)-2-oxo-ethyl]-carbamic acid tert-butyl ester 

Relevant articles and documents

An improved synthesis of optically pure 4-Boc-5,6-diphenylmorpholin-2-one and 4-Cbz-5,6-diphenylmorpholin-2-one

A convenient synthesis of optically pure 4-Boc-5,6-diphenylmorpholin-2-one and 4-Cbz-5,6-diphenylmorpholin-2-one by reaction of (+)- or (-)-2-amino-1,2-diphenylethanol with ethyl bromoacetate, followed by N-protection, and p-TsOH-mediated ring-closure is

Asymmetric synthesis of N-tert-butoxycarbonyl α- Amino acids. synthesis of (5S,6R)-4-tert-butoxycarbonyl-5,6-diphenylmorpholin-2-ONE [(4-Morpholinecarboxylic acid, 6-oxo-2,3-diphenyl-, 1,1-dimethylethyl ester, (2S,3R)-)]

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