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331856

Sigma-Aldrich

(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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About This Item

经验公式（希尔记法）:
C24H21NO4
CAS号:
105228-46-4
分子量:
387.43
MDL编号:
MFCD00074956
UNSPSC代码:
12352005
PubChem化学物质编号:
24860003
NACRES:
NA.22

方案

99%

旋光性

[α]25/D +66°, c = 5.5 in methylene chloride

mp

205-207 °C (lit.)

储存温度

2-8°C

SMILES字符串

O=C1CN([C@@H]([C@@H](O1)c2ccccc2)c3ccccc3)C(=O)OCc4ccccc4

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

InChI key

HECRUWTZAMPQOS-PKTZIBPZSA-N

应用

(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.

象形图

Exclamation mark
GHS07

警示用语：

Warning

危险声明

H315,H319,H335

危险分类

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

靶器官

Respiratory system

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

dust mask type N95 (US), Eyeshields, Gloves

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number
07507PD
13616ED
07620DF
05522TF
03202HF

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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)
Asymmetric synthesis of (+)-negamycin
Jain RP and Williams RM
The Journal of Organic Chemistry, 67(18), 6361-6365 (2002)
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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