Skip to Content
Merck
CN
All Photos(1)

Documents

Safety Information

331848

Sigma-Aldrich

(2R,3S)-(−)-N-Boc-6-oxo-2,3-diphenylmorpholine

98%

Sign Into View Organizational & Contract Pricing
All Photos(1)
Synonym(s):
tert-Butyl (2R,3S)-(−)-6-oxo-2,3-diphenyl-4-morpholinecarboxylate
Empirical Formula (Hill Notation):
C21H23NO4
CAS Number:
112741-49-8
Molecular Weight:
353.41
MDL number:
MFCD00074955
UNSPSC Code:
12352005
PubChem Substance ID:
24860002
NACRES:
NA.22

Assay

98%

optical activity

[α]25/D −87°, c = 5.5 in methylene chloride

optical purity

ee: 99% (HPLC)

mp

206 °C (dec.) (lit.)

storage temp.

2-8°C

SMILES string

CC(C)(C)OC(=O)N1CC(=O)O[C@@H]([C@@H]1c2ccccc2)c3ccccc3

InChI

1S/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/t18-,19+/m0/s1

InChI key

MRUKRSQUUNYOFK-RBUKOAKNSA-N

Application

(2R,3S)-(-)-N-Boc-6-oxo-2,3-diphenylmorpholine (Williams′ morpholinone) can be used as a reactant to prepare:
  • Indole substituted tryptophan derivatives by alkylation with quaternary gramine in the presence of a base.
  • Tyrosine derivatives, which can be utilized as building blocks for the total synthesis of ecteinascidin and safracin family of alkaloids.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

新产品

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Synthetic studies on ecteinascidin 743: asymmetric synthesis of the versatile amino acid component
Jin, Wei and Williams, Robert M
Tetrahedron Letters, 44(25), 4635-4639 (2003)
Synthesis of tryptophans by alkylation of chiral glycine enolate equivalents with quaternary gramines
Reinfelds, M, et al.
Tetrahedron Letters, 56(43), 5882-5885 (2015)

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service