W237809
L-酒石酸二乙酯
≥99%, FG
别名:
L-(+)-酒石酸二乙酯, L-(+)-Tartaric acid diethyl ester
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关于此项目
线性分子式:
[-CH(OH)CO2C2H5]2
化学文摘社编号:
分子量:
206.19
FEMA Number:
2378
Council of Europe no.:
440
UNSPSC Code:
12164502
PubChem Substance ID:
Flavis number:
9.446
EC Number:
201-783-3
NACRES:
NA.21
MDL number:
Beilstein/REAXYS Number:
1727145
Organoleptic:
fruity; wine-like
Grade:
FG, Fragrance grade, Kosher
Biological source:
synthetic
Agency:
follows IFRA guidelines, meets purity specifications of JECFA
Food allergen:
no known allergens
SMILES string
CCOC(=O)[C@H](O)[C@@H](O)C(=O)OCC
InChI
1S/C8H14O6/c1-3-13-7(11)5(9)6(10)8(12)14-4-2/h5-6,9-10H,3-4H2,1-2H3/t5-,6-/m1/s1
InChI key
YSAVZVORKRDODB-PHDIDXHHSA-N
biological source
synthetic
grade
FG, Fragrance grade, Kosher
agency
follows IFRA guidelines, meets purity specifications of JECFA
reg. compliance
EU Regulation 1223/2009, EU Regulation 1334/2008 & 178/2002, FDA 21 CFR 117, FDA 21 CFR 172.515
assay
≥99%
optical activity
[α]20/D +8.5°, neat
refractive index
n20/D 1.446 (lit.)
bp
280 °C (lit.)
density
1.204 g/mL at 25 °C (lit.)
application(s)
flavors and fragrances
documentation
see Safety & Documentation for available documents
food allergen
no known allergens
fragrance allergen
no known allergens
organoleptic
fruity; wine-like
Application
- Synthesis of l-threitol-based crown ethers and their application as enantioselective phase transfer catalyst in Michael additions.: This study synthesizes l-threitol-based crown ethers using diethyl ʟ-tartrate and explores their efficacy as enantioselective phase transfer catalysts in Michael additions, highlighting their potential in asymmetric synthesis (Rapi et al., 2017).
- A facile approach for the synthesis of C13-C24 fragments of maltepolides A, C and D.: This research demonstrates a novel synthesis method for C13-C24 fragments of maltepolides A, C, and D using diethyl ʟ-tartrate, facilitating the study and development of these bioactive compounds (Rao & Srihari, 2016).
- Development of diacyltetrol lipids as activators for the C1 domain of protein kinase C.: This research introduces diacyltetrol lipids synthesized from diethyl ʟ-tartrate, which act as activators for the C1 domain of protein kinase C, offering insights into signal transduction and therapeutic applications (Mamidi et al., 2012).
- Total synthesis of broussonetine F: the orthoamide Overman rearrangement of an allylic diol.: The paper presents the total synthesis of broussonetine F, utilizing diethyl ʟ-tartrate in an orthoamide Overman rearrangement, showcasing a novel synthetic route for complex natural products (Hama et al., 2011).
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2
存储类别
10 - Combustible liquids
wgk
WGK 3
flash_point_f
199.4 °F - closed cup
flash_point_c
93 °C - closed cup
ppe
Eyeshields, Gloves, type ABEK (EN14387) respirator filter
法规信息
新产品
此项目有
Naoki Miyakoshi et al.
The Journal of organic chemistry, 70(15), 6045-6052 (2005-07-16)
A highly stereoselective method for constructing a (2E)-methoxymethylidene-1,6-dioxaspiro[4.5]decane skeleton has been developed on the basis of the palladium(II)-catalyzed ring-closing reaction of the 3,4-dioxygenated-9-hydroxy-1-nonyn-5-one derivatives as a crucial step. The newly developed procedures could be successfully applied to the first total
Two-chiral component microemulsion EKC - chiral surfactant and chiral oil. Part 2: diethyl tartrate.
Kimberly A Kahle et al.
Electrophoresis, 28(15), 2644-2657 (2007-06-29)
In this second study on dual-chirality microemulsions containing a chiral surfactant and a chiral oil, a less hydrophobic and lower interfacial tension chiral oil, diethyl tartrate, is employed (Part 1, Foley, J. P. et al.., Electrophoresis, DOI: 10.1002/elps.200600551). Six stereochemical
Total synthesis of the light-harvesting carotenoid peridinin.
Thomas Olpp et al.
Angewandte Chemie (International ed. in English), 45(24), 4023-4027 (2006-05-10)
Jiang Weng et al.
The Journal of organic chemistry, 75(9), 3125-3128 (2010-04-17)
A short and practical synthesis of oseltamivir was accomplished in 11 steps from inexpensive and abundant diethyl D-tartrate starting material. This azide-free route featured an asymmetric aza-Henry reaction and a domino nitro-Michael/Horner-Wadsworth-Emmons (HWE) reaction as the key steps to construct
Naoto Hama et al.
Organic letters, 13(4), 616-619 (2011-01-05)
A first total synthesis of broussonetine F from diethyl L-tartrate was achieved. The cornerstone of our synthesis was an orthoamide Overman rearrangement, which provided an allylic amino alcohol with complete diastereoselectivity.
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