237817
D-(−)-泛内酯
99%
别名:
(R)-(−)-α-羟基-β,β-二甲基-γ-丁内酯, (R)-(−)-β,β-二甲基-α-羟基-γ-丁内酯, (R)-(−)-泛内酯, 泛解酸 γ-内酯
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关于此项目
经验公式（希尔记法）:
C6H10O3
化学文摘社编号:
分子量:
130.14
UNSPSC Code:
12352005
NACRES:
NA.22
PubChem Substance ID:
EC Number:
209-963-3
Beilstein/REAXYS Number:
80957
MDL number:
产品名称
D-(−)-泛内酯, 99%
InChI key
SERHXTVXHNVDKA-BYPYZUCNSA-N
InChI
1S/C6H10O3/c1-6(2)3-9-5(8)4(6)7/h4,7H,3H2,1-2H3/t4-/m0/s1
SMILES string
CC1(C)COC(=O)[C@@H]1O
assay
99%
form
solid
optical activity
[α]25/D −49.8°, c = 2 in H2O
bp
120-122 °C/15 mmHg (lit.)
mp
91 °C (lit.)
functional group
ester
hydroxyl
Quality Level
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Application
D-(-)-泛内酯是多种不对称合成反应中使用的手性助剂。
它可用作合成以下物质的手性原料:
它可用作合成以下物质的手性原料:
- 昆虫性信息素 1S,2S,3R-1-乙酰氧基甲基--2,3,4,4-四甲基环戊烷。
- (R)-8-羟基-4,7,7-三甲基-7,8-二氢环戊基[e]异吲哚-1,3(2H,6H)-二酮的(-)-对映异构体, 其是一种倍半萜烯生物碱。
- 一种名为isofregenedadiol的双环二萜。
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2
存储类别
11 - Combustible Solids
wgk
WGK 1
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
Matthew B Kubilius et al.
ACS omega, 2(11), 8308-8312 (2017-11-21)
1-Ethyl-3-[3-dimethylaminopropyl]carbodiimide (EDC) is a commonly used reagent for bioconjugation and peptide synthesis. Both EDC and the corresponding urea derivative, 1-(3-dimethylaminopropyl)-3-ethylurea (EDU), are achiral. As the reagent is active in aqueous solutions, it is a common choice for the study of
Enantiospecific synthesis of sex pheromone of the obscure mealybug from pantolactone via tandem conjugate addition/cyclization
Hajare AK, et al.
Tetrahedron Letters, 51(40), 5291-5293 (2010)
Asymmetric diels alder reactions and michael type additions with 6 (R)-3′(R)-Pantolactone-substituted-2H-pyran-3 (6H)-one.
Knol J, et al.
Tetrahedron Letters, 32(50), 7465-7468 (1991)
Total synthesis of isofregenedadiol
Kurhade SE, et al.
Organic Letters, 13(14), 3690-3693 (2011)
Diastereoface-discriminative metal coordination in asymmetric synthesis: d-pantolactone as practical chiral auxiliary for Lewis acid catalyzed Diels-Alder reactions
Poll T, et al.
Tetrahedron Letters, 26(26), 3095-3098 (1985)
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