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硼烷二甲基硫醚络合物 溶液

2.0 M in THF

同義詞:

BMS, 三氢 [硫代双 [甲烷]] 硼

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About This Item

線性公式:
(CH3)2S · BH3
CAS號碼:
13292-87-0
分子量：:
75.97
Beilstein:
3663489
MDL號碼:
MFCD00013189
分類程式碼代碼:
12352112
PubChem物質ID:
24851530
NACRES:
NA.22
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形狀

liquid

品質等級

200

反應適用性

reagent type: reductant

濃度

2.0 M in THF

密度

0.855 g/mL at 25 °C

官能基

thioether

儲存溫度

2-8°C

SMILES 字串

B.CSC

InChI

1S/C2H6S.BH3/c1-3-2;/h1-2H3;1H3

InChI 密鑰

RMHDLBZYPISZOI-UHFFFAOYSA-N

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相關類別

一般說明

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。[1]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。[2]

應用

用作区域选择性还原剂的反应物

涉及的反应物：
  • 硼氢化/氧化
笼状化合物的合成
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。[3]
  • 亚氨基喷替醇的制备。[4]
  • 还原代表性有机官能团，如酯、腈和酰胺。[5]
  • 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。[6]
  • 二茂铁基-1,3-二酮不对称还原为手性1,3-二醇。[7]
  • C3-对称三足羟基酰胺催化的酮的高度对映选择性还原。[8]

訊號詞

Danger

危險分類

Acute Tox. 4 Dermal - Acute Tox. 4 Oral - Carc. 2 - Eye Dam. 1 - Flam. Liq. 2 - Repr. 1B - STOT SE 3 - Water-react 1

標靶器官

Respiratory system

安全危害

EUH019

儲存類別代碼

4.3 - Hazardous materials which set free flammable gases upon contact with water

水污染物質分類（WGK）

WGK 1

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

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分析證明 (COA)

Lot/Batch Number
SHBR5604
SHBQ3319
SHBM8590
SHBK2909
STBH6310

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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
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
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
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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