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
形式
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
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
WGK
WGK 1
闪点(°F)
closed cup
闪点(°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
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
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
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
Asymmetric reduction of substituted indanones and tetralones catalyzed by chiral dendrimer and its application to the synthesis of (+)-sertraline
Wang G, et al.
Tetrahedron Asymmetry, 17, 2074-2074 (2006)
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)
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