392723

(DHQ)₂PHAL

≥95%

• 同義詞: 氢化奎宁 1,4-(2,3-二氮杂萘)二醚
• 經驗公式（希爾表示法）: C₄₈H₅₄N₆O₄
• CAS號碼: 140924-50-1
• 分子量：: 778.98
• Beilstein: 5475677
• MDL號碼: MFCD00191975
• 分類程式碼代碼: 12352005
• PubChem物質ID: 24864480
• NACRES: NA.22

屬性

• 品質等級: 200
• 化驗: ≥95%
• 光學活性: [α]22/D +336°, c = 1.2 in methanol
• mp: 178 °C (dec.) (lit.)
• SMILES 字串: 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 密鑰: YUCBLVFHJWOYDN-PPIALRKJSA-N

描述

一般說明

DHQ)₂PHAL is a modified cinchona alkaloid.

應用

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.

外觀

具有三取代 C=C 键的不饱和酯的不对称双羟基化。

安全資訊

• 象形圖: GHS07
• 訊號詞: Warning
• 危險聲明: H317
• 防範說明: P280 - P302 + P352
• 危險分類: Skin Sens. 1
• 儲存類別代碼: 11 - Combustible Solids
• 水污染物質分類（WGK）: WGK 3
• 閃點（°F）: Not applicable
• 閃點（°C）: Not applicable
• 個人防護裝備: Eyeshields, Faceshields, Gloves, type N95 (US)