所有图片(2)
About This Item
线性分子式:
(CH3)2S · BH3
CAS号:
分子量:
75.97
Beilstein:
3663489
MDL编号:
UNSPSC代码:
12352112
PubChem化学物质编号:
NACRES:
NA.22
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表单
liquid
质量水平
反应适用性
reagent type: reductant
浓度
2.0 M in THF
密度
0.855 g/mL at 25 °C
官能团
thioether
储存温度
2-8°C
SMILES字符串
B.CSC
InChI
1S/C2H6S.BH3/c1-3-2;/h1-2H3;1H3
InChI key
RMHDLBZYPISZOI-UHFFFAOYSA-N
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一般描述
硼烷二甲硫醚络合物 (BMS) 在催化四氢硼酸钠存在下用作α-羟基酯作为高效和选择性还原剂。已有关于使用螺硼酸酯作为催化剂用 BMS 不对称硼烷还原各种前手性酮的报道。
应用
用作区域选择性还原剂的反应物
涉及的反应物：
涉及的反应物：
- 硼氢化/氧化
硼烷二甲基硫醚复合物 (BMS) 溶液可用于以下研究：
- 炔烃一锅转化为 1,2-二醇。
- 亚氨基喷替醇的制备。
- 还原代表性有机官能团，如酯、腈和酰胺。
- 与树枝状聚合物支持的 L-吡咯烷醇一起用于茚满酮和四氢萘酮的不对称还原。
- 二茂铁基-1,3-二酮不对称还原为手性1,3-二醇。
- C3-对称三足羟基酰胺催化的酮的高度对映选择性还原。
警示用语：
Danger
危险分类
Acute Tox. 4 Dermal - Acute Tox. 4 Oral - Carc. 2 - Eye Dam. 1 - Flam. Liq. 2 - Repr. 1B - STOT SE 3 - Water-react 1
靶器官
Respiratory system
补充剂危害
储存分类代码
4.3 - Hazardous materials which set free flammable gases upon contact with water
WGK
WGK 1
闪点(°F)
1.4 °F - closed cup
闪点(°C)
-17 °C - closed cup
个人防护装备
Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
法规信息
危险化学品
Viatcheslav Stepanenko et al.
Tetrahedron letters, 48(33), 5799-5802 (2007-08-13)
Novel spiroborate esters derived nonracemic 1,2-aminoalcohols and ethylene glycol are reported as highly effective catalysts for the asymmetric borane reduction of a variety of prochiral ketones with borane-dimethyl sulfide complex at room temperature. Optically active alcohols were obtained in excellent
M Godskesen et al.
Bioorganic & medicinal chemistry, 4(11), 1857-1865 (1996-11-01)
The four stereoisomeric 1,5-dideoxy-1,5-iminopentitols with D-arabino-(D-lyxo-) (3), ribo- (9), L-lyxo (L-arabino-) (13) and xylo-(18) configurations were synthesized. The corresponding aldonolactones (1, 7 and 11) or aldonic acid ester (15b) having a leaving group at C-5 gave by reaction with aqueous
Ana M Gómez et al.
Organic letters, 4(3), 383-386 (2002-02-01)
Primary ozonides derived from alkenyl stannanes display an unusual stability and can be transformed into 1,2-diols by treatment with dimethyl sulfide and borane-methyl sulfide complex. This observation has been incorporated into the development of a novel one-pot strategy for the
Selective reductions. 29. A simple technique to achieve an enhanced rate of reduction of representative organic compounds by borane-dimethyl sulfide.
Brown HC, et al.
The Journal of Organic Chemistry, 47(16), 3153-3163 (1982)
Highly Enantioselective Borane Reduction of Prochiral Ketones Catalyzed by C3-Symmetric Tripodal β-Hydroxy Amides
Fang T, et al.
Synlett, 1559-1559 (2006)
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