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Merck
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237701

Sigma-Aldrich

S-Alpine-Borane® 溶液

0.5 M in THF

同義詞:

B-异松蒎基-9-硼二环[3.3.1]壬烷

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About This Item

經驗公式(希爾表示法):
C18H31B
CAS號碼:
分子量::
258.25
MDL號碼:
分類程式碼代碼:
12352000
PubChem物質ID:
NACRES:
NA.22

形狀

liquid

光學活性

[α]22/D +1.2°, neat

濃度

0.5 M in THF

密度

0.897 g/mL at 25 °C

SMILES 字串

C[C@@H]1[C@H](C[C@H]2C[C@@H]1C2(C)C)B3[C@@H]4CCC[C@H]3CCC4

InChI

1S/C18H31B/c1-12-16-10-13(18(16,2)3)11-17(12)19-14-6-4-7-15(19)9-5-8-14/h12-17H,4-11H2,1-3H3/t12-,13+,14-,15+,16-,17-/m0/s1

InChI 密鑰

VCDGSBJCRYTLNU-NEXGVSGLSA-N

一般說明

S-Alpine-Borane® is a chiral reducing agent, synthesized from (-)-α-pinene via hydroboration.

應用

R- 和 S-Alpine-Boranes 用于醛和前手性酮的不对称还原反应。
S-Alpine-Borane® solution may be used to prepare:
  • 5(S)-methyl 5-hydroxy-8-(tetrahydropyran-2-yloxy)-6-octynoate, an intermediate for the stereocontrolled total synthesis of leukotriene B4.
  • (+)-(S)-4-hydroxy-6-phenyl-5-hexynyl 2,2,4,4-tetramethyl-1,3-oxazolidine-3-carboxylate
  • (R)-1-(tert-Butyldiphenylsilyloxy)pent-3-yn-2-ol, an intermediate for the preparation of (S)-4,5-dihydroxypentane-2,3-dione (DPD).

法律資訊

Alpine-Borane is a registered trademark of Merck KGaA, Darmstadt, Germany

訊號詞

Danger

危險分類

Acute Tox. 4 Oral - Carc. 2 - Eye Irrit. 2 - Flam. Liq. 2 - Pyr. Liq. 1 - STOT SE 3

標靶器官

Respiratory system

安全危害

儲存類別代碼

4.2 - Pyrophoric and self-heating hazardous materials

水污染物質分類(WGK)

WGK 3

閃點(°F)

1.4 °F - closed cup

閃點(°C)

-17 °C - closed cup

個人防護裝備

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter


分析證明 (COA)

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(-)-Sparteine-Mediated Stereoselective Intramolecular Carbolithiation of 4-Substituted 5-Hexynyl Carbamates. Synthesis of Enantiopure 1, 3-Difunctionalized Alkylidene Cyclopentanes.
Oestreich M, et al.
The Journal of Organic Chemistry, 64(23), 8616-8626 (1999)
An efficient synthesis of the precursor of AI-2, the signalling molecule for inter-species quorum sensing.
Ascenso OS, et al.
Bioorganic & Medicinal Chemistry, 19(3), 1236-1241 (2011)
Total synthesis of leukotriene B4.
Kerdesky FAJ, et al.
The Journal of Organic Chemistry, 58(13), 3516-3520 (1993)
Tetrahedron Asymmetry, 5, 1061-1061 (1994)
Aldrichimica Acta, 15, 68-68 (1982)

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