Name: (DHQ)<SUB>2</SUB>PHAL
Brand: ALDRICH

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About This Item

经验公式（希尔记法）:

C₄₈H₅₄N₆O₄

CAS Number:

140924-50-1

分子量:

778.98

Beilstein:

5475677

MDL编号:

MFCD00191975

UNSPSC代码:

12352005

PubChem化学物质编号:

24864480

NACRES:

NA.22

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质量水平

200

方案

≥95%

旋光性

[α]22/D +336°, c = 1.2 in methanol

mp

178 °C (dec.) (lit.)

SMILES字符串

CC[C@@H]1CN2CCC1CC2[C@H](Oc3nnc(O[C@@H](C4CC5CCN4C[C@@H]5CC)c6ccnc7ccc(OC)cc67)c8ccccc38)c9ccnc%10ccc(OC)cc9%10

InChI

1S/C48H54N6O4/c1-5-29-27-53-21-17-31(29)23-43(53)45(35-15-19-49-41-13-11-33(55-3)25-39(35)41)57-47-37-9-7-8-10-38(37)48(52-51-47)58-46(44-24-32-18-22-54(44)28-30(32)6-2)36-16-20-50-42-14-12-34(56-4)26-40(36)42/h7-16,19-20,25-26,29-32,43-46H,5-6,17-18,21-24,27-28H2,1-4H3/t29-,30+,31-,32+,43-,44-,45-,46-/m1/s1

InChI key

YUCBLVFHJWOYDN-PPIALRKJSA-N

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一般描述

DHQ)₂PHAL is a modified cinchona alkaloid.

应用

Sharpless 不对称双羟基化的配体，用于由 (E,E)- 或 (E,Z)-1,3-二烯酸甲酯不对称制备 syn-3,5-羟基羧酸酯。

(DHQ)₂PHAL may be used in the following processes:

As a catalyst Asymmetric and chemoselective N-allylic alkylation of indoles with Morita-Baylis-Hillman carbonates to form pyrrolo[1,2-a]indole and pyrrolo[3,2,1-ij]quinoline derivatives.
As a ligand for the osmium catalyzed-Sharpless asymmetric dihydroxylation step of (S)-a-benzoyloxy carboxylic acids multistep synthesis.
As a ligand for the carbamate based asymmetric aminohydroxylation of styrene derivatives to form N-carbamate protected R-arylglycinols.