tert-Butyl (2S,3R)-(+)-6-oxo-2,3-diphenyl-4-morpholinecarboxylate CAS#: 112741-50-1

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tert-Butyl (2S,3R)-(+)-6-oxo-2,3-diphenyl-4-morpholinecarboxylate

Basic information Safety Supplier Related

tert-Butyl (2S,3R)-(+)-6-oxo-2,3-diphenyl-4-morpholinecarboxylate 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
(5S,6R)-(+)-4-Boc-5,6-diphenyl-2-Morpholinone, 99%
(2S,3R)-(+)-N-Boc-6-oxo-2,3-diphenylMorpholine
(5R,6S)-N-Boc-5,6-diphenyl-2-morpholinone
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)-tert-Butyl

CAS:

112741-50-1

MF:

C21H23NO4

MW:

353.41

EINECS:

627-150-5

Product Categories:

Chiral Building Blocks
Heterocyclic Building Blocks
API intermediates
Morpholines

Mol File:

112741-50-1.mol

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tert-Butyl (2S,3R)-(+)-6-oxo-2,3-diphenyl-4-morpholinecarboxylate Chemical Properties

Melting point:: 206 °C (dec.)(lit.)
alpha: 86 º (c=5.5 in methylene chloride)
Boiling point:: 509.6±50.0 °C(Predicted)
Density: 1.175±0.06 g/cm3(Predicted)
storage temp.: 2-8°C
solubility: soluble in THF, CH2Cl2
pka: -3.28±0.60(Predicted)
optical activity: [α]20/D +86°, c = 5.5 in methylene chloride
InChIKey: MRUKRSQUUNYOFK-MOPGFXCFSA-N
CAS DataBase Reference: 112741-50-1(CAS DataBase Reference)

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Safety Information

Hazard Codes: Xi
Risk Statements: 36/37/38
Safety Statements: 26-37/39
WGK Germany: 3

MSDS

Language:English Provider:SigmaAldrich

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tert-Butyl (2S,3R)-(+)-6-oxo-2,3-diphenyl-4-morpholinecarboxylate Usage And Synthesis

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.

Synthesis

Tert-Butyl (2S,3R)-(+)-6-oxo-2,3-diphenyl-4-morpholinecarboxylate could be synthesize via a three-step procedure from erythro-2-amino-1,2-diphenylethanol

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