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Merck
CN

901235

TBS-DHG Catalyst

greener alternative

≥95%, powder or crystals

别名:

(2R,3S,4R)-2-(((tert-Butyldimethylsilyl)oxy)methyl)tetrahydro-2H-pyran-3,4-diol, 6-Tertbutyldimethylsilyl-1,2-dihydroglucal

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关于此项目

经验公式（希尔记法）:
C12H26O4Si
化学文摘社编号:
212120-61-1
分子量:
262.42
MDL number:
MFCD31619194
UNSPSC Code:
12352201
NACRES:
NA.22

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产品名称

TBS-DHG Catalyst, ≥95%

InChI

1S/C12H26O4Si/c1-12(2,3)17(4,5)16-8-10-11(14)9(13)6-7-15-10/h9-11,13-14H,6-8H2,1-5H3/t9-,10-,11+/m1/s1

InChI key

KKFGQPZYDWCKRC-MXWKQRLJSA-N

SMILES string

[H]C1([H])C([H])([H])O[C@@](C([H])([H])O[Si](C([H])([H])[H])(C([H])([H])[H])C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])[H])([H])[C@](O[H])([H])[C@]1([H])O[H]

assay

≥95%

form

powder or crystals

reaction suitability

reagent type: catalyst

greener alternative product characteristics

Catalysis
Learn more about the Principles of Green Chemistry.

sustainability

Greener Alternative Product

greener alternative category

, Aligned

storage temp.

−20°C

Quality Level

100

相关类别

Application

6-Tertbutyldimethylsilyl-1,2-dihydroglucal (TBS-DHG) was reported by the Morken Lab to be an effective carbohydrate-derived catalyst for enantioselective diboration of alkenes. Related capabilities were observed with the dihydrorhamnal (DHR) catalyst (901237). TBS-DHG has also been used in ruthenium(0)catalyzed transfer hydrogenation cycloadditions.

General description

We are committed to bringing you Greener Alternative Products, which adhere to one or more of The 12 Principles of Greener Chemistry. This product has been enhanced for catalytic efficiency. Click here for more information.

Other Notes

存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

法规信息

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分析证书(COA)

Lot/Batch Number
MKCF4694

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Hiroki Sato et al.
Journal of the American Chemical Society, 138(50), 16244-16247 (2016-12-10)
The first use of vicinal diols, ketols, or diones as 2
Zachary A Kasun et al.
Chemical communications (Cambridge, England), 50(56), 7545-7547 (2014-06-04)
A new method for the ring expansion of cyclic diols is described. Using improved conditions for the ruthenium(0) catalyzed cycloaddition of cyclic 1,2-diols with 1,3-dienes, fused [n.4.0] bicycles (n = 3-6) are formed, which upon exposure to iodosobenzene diacetate engage
Lichao Fang et al.
Journal of the American Chemical Society, 138(8), 2508-2511 (2016-02-09)
Catalytic enantioselective diboration of alkenes is accomplished with readily available carbohydrate-derived catalysts. Mechanistic experiments suggest the intermediacy of 1,2-bonded diboronates.
Lu Yan et al.
Journal of the American Chemical Society, 140(10), 3663-3673 (2018-02-15)
A mechanistic investigation of the carbohydrate/DBU cocatalyzed enantioselective diboration of alkenes is presented. These studies provide an understanding of the origin of stereoselectivity and also reveal a strategy for enhancing reactivity and broadening the substrate scope.

相关内容

Morken Group – Professor Product Portal

Chiral organoboronic esters are well known as versatile intermediates for chemical synthesis. Not only are these compounds stable under a variety of reaction conditions, they are generally non-toxic and can be transformed with minimal generation of hazardous waste.

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