331856
(2S,3R)-(+)-N-Z-6-氧代-2,3-二苯基吗啉
99%
别名:
(2S,3R)-(+)-6-氧代-2,3-二苯基-4-吗啉羧酸苄酯
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关于此项目
经验公式（希尔记法）:
C24H21NO4
化学文摘社编号:
分子量:
387.43
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352005
MDL number:
Assay:
99%
InChI
1S/C24H21NO4/c26-21-16-25(24(27)28-17-18-10-4-1-5-11-18)22(19-12-6-2-7-13-19)23(29-21)20-14-8-3-9-15-20/h1-15,22-23H,16-17H2/t22-,23+/m1/s1
SMILES string
O=C1CN([C@@H]([C@@H](O1)c2ccccc2)c3ccccc3)C(=O)OCc4ccccc4
InChI key
HECRUWTZAMPQOS-PKTZIBPZSA-N
assay
99%
optical activity
[α]25/D +66°, c = 5.5 in methylene chloride
mp
205-207 °C (lit.)
storage temp.
2-8°C
Application
(2S,3R)-(+)-N-Z-6-oxo-2,3-diphenylmorpholine can be used as a starting material for the synthesis of:
- α-Amino-β-silyloxy-ester, a key intermediate for the preparation of antimalarial drug quinine and its analogs.
- R, R-Formylglycine dimethylacetal, a key intermediate for the preparation of tuberculostatic compound capreomycin IB.
- 2R,5R,6S-2-(Methoxycarbonylmethyl)-5,6-diphenylmorpholine hydrochloride, a key intermediate for the preparation of an antibiotic (+)-negamycin.
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
Asymmetric synthesis of (+)-negamycin
Jain RP and Williams RM
The Journal of Organic Chemistry, 67(18), 6361-6365 (2002)
Asymmetric synthesis of (2S, 3R)-capreomycidine and the total synthesis of capreomycin IB
DeMong DE and Williams RM
Journal of the American Chemical Society, 125(28), 8561-8565 (2003)
Synthetic studies on quinine: quinuclidine construction via a Ketone Enolate regio-and diastereoselective Pd-mediated allylic alkylation
Johns DM, et al.
Organic Letters, 8(18), 4051-4054 (2006)
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