384313
(+)-二甲基 2,3-O-异亚丙基-D-酒石酸酯
98%
别名:
(4S,5S)-2,2-二甲基-1,3-二氧戊环-4,5-二羧酸二甲酯, 二甲基 (4S,5S)-2,2-二甲基-1,3-二氧戊环-4,5-二羧酸酯
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关于此项目
经验公式（希尔记法）:
C9H14O6
化学文摘社编号:
分子量:
218.20
UNSPSC Code:
12352005
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
3548490
产品名称
(+)-二甲基 2,3-O-异亚丙基-D-酒石酸酯, 98%
InChI
1S/C9H14O6/c1-9(2)14-5(7(10)12-3)6(15-9)8(11)13-4/h5-6H,1-4H3/t5-,6-/m0/s1
SMILES string
COC(=O)[C@H]1OC(C)(C)O[C@@H]1C(=O)OC
InChI key
ROZOUYVVWUTPNG-WDSKDSINSA-N
assay
98%
form
liquid
optical activity
[α]20/D +54°, neat
refractive index
n20/D 1.439 (lit.)
bp
80-82 °C/0.1 mmHg (lit.)
density
1.19 g/mL at 25 °C (lit.)
functional group
ester
ether
ketal
Quality Level
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Application
TADDOL 手性助剂、联吡啶配体和苏糖醇的有用结构单元。
(+)-Dimethyl 2,3-O-isopropylidene-D-tartrate can be used as a starting material for the synthesis of:
- Deuterated 1-deoxy-D-xylose.
- C-terminal peptide -oxo-aldehydes using Fmoc solid-phase peptide synthesis methodology (SPPS).
- Bis-Weinreb amide, a key intermediate for the preparation of myo-inositol analog via ring-closing metathesis.
General description
(+)-Dimethyl 2,3-O-isopropylidene-D-tartrate is a chiral reagent used in organic synthesis. It is prepared by the reaction-rectification process from D -tartrate, and 2,2-dimethoxypropane.{138]
存储类别
10 - Combustible liquids
wgk
WGK 3
flash_point_f
275.0 °F - closed cup
flash_point_c
135 °C - closed cup
ppe
Eyeshields, Gloves
法规信息
新产品
此项目有
Rosemary M Conrad et al.
Organic letters, 4(8), 1359-1361 (2002-04-13)
Here we report a concise stereoselective synthesis of myo-inositol via ring-closing metathesis. A readily available bis-Weinreb amide of D-tartrate served as a key intermediate. [reaction: see text]
Highly efficient and versatile synthesis of isotopically labelled 1-deoxy-D-xylulose
Piel J and Boland W
Tetrahedron Letters, 38(36), 6387-6390 (1997)
A new linker for the synthesis of C-terminal peptide ?-oxo-aldehydes
Fruchart J-S, et al.
Tetrahedron Letters, 40(34), 6225-6228 (1999)
Tetrahedron Letters, 31, 7179-7179 (1990)
The Journal of Organic Chemistry, 57, 6825-6825 (1992)
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