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经验公式(希尔记法):
C21H23NO4
化学文摘社编号:
分子量:
353.41
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352005
MDL number:
Assay:
98%
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
SMILES string
CC(C)(C)OC(=O)N1CC(=O)O[C@@H]([C@@H]1c2ccccc2)c3ccccc3
InChI key
MRUKRSQUUNYOFK-RBUKOAKNSA-N
assay
98%
optical activity
[α]25/D −87°, c = 5.5 in methylene chloride
optical purity
ee: 99% (HPLC)
mp
206 °C (dec.) (lit.)
functional group
ester, phenyl
storage temp.
2-8°C
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.
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
存储类别
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
法规信息
新产品
此项目有
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)
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