331848
(2R,3S)-(-)-N-叔丁氧羰基-6-氧代-2,3-二苯基吗啉
98%
别名:
(2R,3S)-(-)-6-氧代-2,3-二苯基-4-吗啉羧酸叔丁酯
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关于此项目
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
Synthesis of tryptophans by alkylation of chiral glycine enolate equivalents with quaternary gramines
Reinfelds, M, et al.
Tetrahedron Letters, 56(43), 5882-5885 (2015)
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)
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