192120
硼烷二甲基硫醚络合物 溶液
2.0 M in THF
别名:
BMS, 三氢 [硫代双 [甲烷]] 硼
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关于此项目
线性分子式:
(CH3)2S · BH3
化学文摘社编号:
分子量:
75.97
UNSPSC Code:
12352112
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
3663489
产品名称
硼烷二甲基硫醚络合物 溶液, 2.0 M in THF
InChI
1S/C2H6S.BH3/c1-3-2;/h1-2H3;1H3
SMILES string
B.CSC
InChI key
RMHDLBZYPISZOI-UHFFFAOYSA-N
form
liquid
reaction suitability
reagent type: reductant
concentration
2.0 M in THF
density
0.855 g/mL at 25 °C
functional group
thioether
storage temp.
2-8°C
Quality Level
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Application
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。
General description
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。
signalword
Danger
Hazard Classifications
Acute Tox. 4 Dermal - Acute Tox. 4 Oral - Carc. 2 - Eye Dam. 1 - Flam. Liq. 2 - Repr. 1B - STOT SE 3 - Water-react 1
target_organs
Respiratory system
supp_hazards
存储类别
4.3 - Hazardous materials which set free flammable gases upon contact with water
wgk
WGK 1
flash_point_f
1.4 °F - closed cup
flash_point_c
-17 °C - closed cup
ppe
Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
法规信息
危险化学品
此项目有
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)
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
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)
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