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About This Item
經驗公式（希爾表示法）:
C6H10O2S2
CAS號碼:
分子量：:
178.27
Beilstein:
118157
EC號碼:
MDL號碼:
分類程式碼代碼:
12352100
PubChem物質ID:
暫時無法取得訂價和供貨情況
推薦產品
化驗
≥98.0%
折射率
n20/D 1.539 (lit.)
n20/D 1.540
bp
85 °C/0.1 mmHg (lit.)
密度
1.249 g/mL at 25 °C (lit.)
SMILES 字串
CCOC(=O)C1SCCS1
InChI
1S/C6H10O2S2/c1-2-8-5(7)6-9-3-4-10-6/h6H,2-4H2,1H3
InChI 密鑰
OMCSHTHLIQOHDD-UHFFFAOYSA-N
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一般說明
Ethyl 1,3-dithiolane-2-carboxylate is an α-keto acid equivalent. It participates in the conjugate additions to enones.[1][2] It is a bulky equivalent of acetate undergoing syn-selective aldol reactions.[3] Anion derived from ethyl 1,3-dithiolane-2-carboxylate participates as nucleophile during the total synthesis of the corynanthe alkaloid dihydrocorynantheol and the formal syntheses of the indole alkaloids tacamonine, rhynchophylline and hirsutine.[4] It also participates in the conjugate addition of enolates to phenylglycinol-derived α,β-unsaturated δ-lactams.[5]
儲存類別代碼
10 - Combustible liquids
水污染物質分類（WGK）
WGK 3
閃點（°F）
235.4 °F - closed cup
閃點（°C）
113 °C - closed cup
個人防護裝備
Eyeshields, Gloves
M. Kato et al.
Chemistry Letters (Jpn), 213-213 (1984)
Alexander Deiters et al.
The Journal of organic chemistry, 71(17), 6547-6561 (2006-08-12)
We report herein the total synthesis of the corynanthe alkaloid dihydrocorynantheol and the formal syntheses of the indole alkaloids tacamonine, rhynchophylline, and hirsutine. The strategies for assembling the corynanthe and tacaman skeletal frameworks comprised of both the classical ABD -->
H. Paulson et al.
Chemische Berichte, 110, 2127-2127 (1977)
Mercedes Amat et al.
Organic letters, 4(16), 2787-2790 (2002-08-03)
[reaction: see text] Starting from a common chiral bicyclic lactam 11, enantiopure trans- or cis-3-ethyl-4-piperidineacetate derivatives are obtained by conjugate addition of an enolate or a cuprate to the unsaturated lactams 12 or 18, respectively.
L.A. Flippin et al.
Tetrahedron Letters, 26, 2977-2977 (1985)
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