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Merck
CN

77913

Sigma-Aldrich

(R)-(-)-1-甲氧基-2-丙醇

≥98.5% (sum of enantiomers, GC)

别名:

(R)-(-)-丙二醇 1-甲醚

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About This Item

经验公式(希尔记法):
C4H10O2
CAS号:
分子量:
90.12
Beilstein:
1718941
MDL编号:
UNSPSC代码:
12352112
PubChem化学物质编号:
NACRES:
NA.22

方案

≥98.5% (sum of enantiomers, GC)

表单

liquid

旋光性

[α]20/D −22±2°, c = 10% in chloroform

折射率

n20/D 1.403

沸点

119-121 °C (lit.)

密度

0.921 g/mL at 20 °C (lit.)

SMILES字符串

COC[C@@H](C)O

InChI

1S/C4H10O2/c1-4(5)3-6-2/h4-5H,3H2,1-2H3/t4-/m1/s1

InChI key

ARXJGSRGQADJSQ-SCSAIBSYSA-N

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一般描述

(R)-(-)-1-Methoxy-2-propanol is a chiral secondary alcohol. It is formed during the hydrolysis of (R)-1-methoxy-2-propyl-acetate in the presence of Candida antarctica lipase B.

应用

(R)-(-)-1-Methoxy-2-propanol can be used as a reactant to prepare:
  • (S)-3-(ethoxycarbonyl)-5-((1-methoxypropan-2-yl)oxy)benzoic acid, a key intermediate to synthesize phenylethyl benzamide derivatives, which can be used as glucokinase activators.
  • Chiral pyrazolopyrimidinone derivatives as potential phosphodiesterase enzyme (PDE5) inhibitors.
  • Aryl or alkyl ethers via etherification reaction.

象形图

Flame

警示用语:

Warning

危险声明

危险分类

Flam. Liq. 3

储存分类代码

3 - Flammable liquids

WGK

WGK 1

闪点(°F)

91.4 °F - closed cup

闪点(°C)

33 °C - closed cup

个人防护装备

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

法规信息

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分析证书(COA)

Lot/Batch Number

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访问文档库

Kinetic modeling of lipase catalyzed hydrolysis of (R/S)-1-methoxy-2-propyl-acetate as a model reaction for production of chiral secondary alcohols.
Berendsen WR, et al.
Journal of Biotechnology, 121(2), 213-226 (2006)
Nucleophilic Amination and Etherification of Aryl Alkyl Thioethers
Wang X, et al.
Organic Letters, 20(16), 4749-4753 (2018)
Highly potent and selective chiral inhibitors of PDE5: an illustration of Pfeiffer?s rule
Bunnage ME, et al.
Bioorganic & medicinal chemistry letters, 18(23), 6033-6036 (2008)
Kaapjoo Park et al.
Bioorganic & medicinal chemistry letters, 23(2), 537-542 (2012-12-12)
Novel benzamide derivatives were synthesized and tested at in vitro assay by measuring fold increase of glucokinase activity at 5.0 mM glucose concentration. Among the prepared compounds, YH-GKA was found to be an active glucokinase activator with EC(50) of 70

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