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Merck

155160

Sigma-Aldrich

四氢噻喃-4-酮

99%

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About This Item

经验公式(希尔记法):
C5H8OS
CAS号:
分子量:
116.18
Beilstein:
106464
EC號碼:
MDL號碼:
分類程式碼代碼:
12352100
PubChem物質ID:
NACRES:
NA.22

化驗

99%

形狀

crystals

mp

60-64 °C (lit.)

SMILES 字串

O=C1CCSCC1

InChI

1S/C5H8OS/c6-5-1-3-7-4-2-5/h1-4H2

InChI 密鑰

OVRJVKCZJCNSOW-UHFFFAOYSA-N

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一般說明

The diastereoselectivity of the aldol reaction of tetrahydro-4H-thiopyran-4-one has been studied.

應用

用于各种缩合反应,制备二肽、螺咪唑啉酮、四氢咔唑和 α-羟基酯。
Tetrahydro-4H-thiopyran-4-one was used in the preparation of meso 1,9-diketones.

儲存類別代碼

11 - Combustible Solids

水污染物質分類(WGK)

WGK 3

閃點(°F)

Not applicable

閃點(°C)

Not applicable

個人防護裝備

Eyeshields, Gloves, type N95 (US)


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Synlett, 1605-1605 (2007)
Dale E Ward et al.
Organic letters, 8(12), 2631-2634 (2006-06-02)
Meso 1,9-diketones (six to seven stereocenters) are readily obtained by stepwise or simultaneous two-directional aldol reactions of tetrahydro-4H-thiopyran-4-one with a thiopyran-derived aldehyde or dialdehyde. Enantioselective enolizations of these diketones with the lithium amide from (R,R)-bis(1-phenylethyl)amine occur with simultaneous kinetic resolution
Dale E Ward et al.
The Journal of organic chemistry, 67(5), 1618-1629 (2002-03-02)
The diastereoselectivity of the aldol reaction of tetrahydro-4H-thiopyran-4-one (3) with 1,4-dioxa-8-thiaspiro[4.5]decane-6-carboxaldehyde (9a) under a variety of conditions is examined. Under optimized conditions, three of the four possible diastereomers from this aldol reaction can be obtained selectively (3-16:1). Reactions of 9a
Journal of Heterocyclic Chemistry, 30, 81-81 (1993)
Synthesis, 672-672 (1994)

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