(S)-( )-O-乙酰基-L-扁桃酸 | 7322-88-5
中文名称:
(S)-( )-O-乙酰基-L-扁桃酸
英文名称:
(S)-O-Acetylmandelic Acid
CAS No.:
7322-88-5
分子式:
C1 0 H1 0 O4
分子量:
194.1840
名称和标识符
MDL
MFCD00064215
InChIKey
OBCUSTCTKLTMBX-UHFFFAOYSA-N
Inchi
1S/C10H10O4/c1-7(11)14-9(10(12)13)8-5-3-2-4-6-8/h2-6,9H,1H3,(H,12,13)
SMILES
O(C(C([H])([H])[H])=O)C([H])(C(=O)O[H])C1C([H])=C([H])C([H])=C([H])C=1[H]
别名信息
- 中文别名 -
(S)-( )-O-乙酰基-L-扁桃酸
乙酰基扁桃酸
alpha-乙酰氧基苯乙酸
(+)-O-乙酰基-L-扁桃酸
(S)-(+)-O-乙酰基-L-扁桃酸
(S)-(+)-O-乙酰基扁桃酸
(+)-O-Acetyl-L-mandelic Acid (+)-O-乙酰基-L-扁桃酸
(+)-O-乙酰-L-扁桃酸
(S)-(+)-alpha-乙酰氧基苯乙酸
(S)-(+)-α-乙酰氧基苯乙酸
(S)-O-乙酰扁桃酸
a-乙酰氧基苯乙酸
α-乙酰氧基苯乙酸
O-乙酰化-扁桃酸
S-(+)-O-乙酰基扁桃酸
S-(+)-o-乙酰基-L-扁桃酸
- 英文别名 -
(S)-2-Acetoxy-2-phenylacetic acid
(+)-O-Acetyl-L-mandelic Acid
(S)-O-Acetylmandelic Acid
(S)-(+)-O-Acetyl-L-mandelic acid
(S)-(+)-O-Acetylmandelic acid
(S)-( )-alpha-Acetoxyphenylacetic Acid
(S)-(+)-α-Acetoxyphenylacetic acid
(+)-L-Mandelic acid acetate
(2S)-2-(acetyloxy)-2-phenylethanoic acid
(S)-A-ACETOXYPHENYLACETIC ACID
2-ACETOXY-2-PHENYLACETIC ACID
L-(+)-O-AcetylMandelic Acid
O-ACETYL MANDELIC ACID
S-0-ACETYLMANDELIC ACID
S-AcetylMandelic Acid
S-(+)-o-acetyl-L-mandelic acid
2-acetyloxy-2-phenylacetic acid
O-Acetylmandelic acid
2-Acetyloxy-2-phenyl-acetic acid
2-(ACETYLOXY)-2-PHENYLACETIC ACID
acetoxy(phenyl)acetic acid
NSC14369
AK105882
2-Acetylmandelic acid
Maybridge1_006465
DL-O-Acetyl Mandelic Acid
KSC637M4D
alpha-Acetoxybenzeneacetic acid
(acetyloxy)(phenyl)acetic acid
OBCUSTCTKLTMBX-UHFFFAOYSA-
HMS559N19
ac
(S)-(+)-α-Acetoxyphenylacetic Acid
(+)-acetylmandelic acid
Q27236985
EN300-316469
L-(+)-O-Acetylmandelic Acid
(S)-(+)-alpha-Acetoxyphenylacetic acid
(S)-(+)-O-Acetylmandelic acid, 99%
SCHEMBL1286155
7322-88-5
(S)-alpha-Acetoxyphenylacetic acid
S-Acetylmandelic Acid
GS-3391
(AS)-A-(Acetyloxy)-benzeneacetic acid
(S)-(+)-.ALPHA.-ACETOXYPHENYLACETIC ACID
OBCUSTCTKLTMBX-VIFPVBQESA-
InChI=1/C10H10O4/c1-7(11)14-9(10(12)13)8-5-3-2-4-6-8/h2-6,9H,1H3,(H,12,13)/t9-/m0/s1
acetyl mandelic acid
AM20060715
Acetyl mandelic acid [INCI]
BENZENEACETIC ACID, .ALPHA.-(ACETYLOXY)-, (S)-
(2S)-2-Acetoxy-2-phenyl-acetic acid
Benzeneacetic acid, alpha-(acetyloxy)-, (alphaS)-
Benzeneacetic acid, alpha-(acetyloxy)-, (S)-
(2S)-2-(acetyloxy)-2-phenylacetic acid
OBCUSTCTKLTMBX-VIFPVBQESA-N
BENZENEACETIC ACID, .ALPHA.-(ACETYLOXY)-, (.ALPHA.S)-
DTXSID50872032
(2S)-2-acetyloxy-2-phenylacetic acid
(+)-o-acetylmandelic acid
MFCD00064215
Mandelic acid, acetate, L-
UNII-0N6KT18K98
AKOS017342896
Acetylmandelic acid, (+)-
(S)-2-Acetoxy-2-phenylacetic Acid
CS-D1447
0N6KT18K98
(S)-2-acetyloxy-2-phenylacetic acid
物化性质
实验特性
LogP
1.00720
PSA
74.60000
折射率
153 ° (C=2, Acetone)
沸点
317.8℃ at 760 mmHg
熔点
96.0 to 102.0 deg-C
闪点
212℃
颜色与性状
无可用
溶解性
无可用
比旋光度
153 º (c=2 in acetone)
光学活性
[α]28/D +153°, c = 2 in acetone
密度
1.324g/cm3
计算特性
精确分子量
194.05800
氢键供体数量
1
氢键受体数量
4
可旋转化学键数量
4
同位素质量
194.058
重原子数量
14
复杂度
218
同位素原子数量
0
确定原子立构中心数量
1
不确定原子立构中心数量
0
确定化学键立构中心数量
0
不确定化学键立构中心数量
0
共价键单元数量
1
疏水参数计算参考值(XlogP)
1.4
拓扑分子极性表面积
63.6
海关数据
海关编码
2918990090
海关数据
中国海关编码:
2918990090
概述:
2918990090. 其他含其他附加含氧基羧酸(包括酸酐、酰卤化物、过氧化物和过氧酸及该税号的衍生物). 增值税率:17.0%. 退税率:13.0%. 监管条件:无. 最惠国关税:6.5%. 普通关税:30.0%
申报要素:
品名, 成分含量, 用途
Summary:
2918990090. other carboxylic acids with additional oxygen function and their anhydrides, halides, peroxides and peroxyacids; their halogenated, sulphonated, nitrated or nitrosated derivatives. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0%
生产方法和用途
用途
医药中间体。
生产方法
扁桃酸乙酰化取新干燥好的扁桃酸1份,在干燥回流装置中加乙酰氯1.4份,在室温反应30min,再升温至55-60℃反应30min,反应时放出产生的氯化氢气体。反应结束,升温至60-65℃减压蒸馏回收过量的乙酰氯,约可得到相当于1.29倍量扁桃酸的乙酰基扁桃酸。
相关文献
1.
Effective 1,5-, 1,6- and 1,7-remote stereocontrol in reactions of alkoxy- and hydroxy-substituted allylstannanes with aldehydes
John S. Carey,Somhairle MacCormick,Steven J. Stanway,Aphiwat Teerawutgulrag,Eric J. Thomas Org. Biomol. Chem. 2011 9 3896
2.
Effective 1,5-, 1,6- and 1,7-remote stereocontrol in reactions of alkoxy- and hydroxy-substituted allylstannanes with aldehydes
John S. Carey,Somhairle MacCormick,Steven J. Stanway,Aphiwat Teerawutgulrag,Eric J. Thomas Org. Biomol. Chem. 2011 9 3896
3.
Development and applications of remote stereocontrol using allylic organobismuth reagents
Norazah Basar,Sam Donnelly,Hasnah M. Sirat,Eric J. Thomas Org. Biomol. Chem. 2013 11 8476
4.
Development and applications of remote stereocontrol using allylic organobismuth reagents
Norazah Basar,Sam Donnelly,Hasnah M. Sirat,Eric J. Thomas Org. Biomol. Chem. 2013 11 8476
5.
Site and stereoselectivity in sulfa-Michael addition to equivocally activated conjugated dienes
Rafa? Kowalczyk,Przemys?aw J. Boratyński,Aleksandra J. Wierzba,Julia B?kowicz RSC Adv. 2015 5 66681
6.
Some limitations of an approach to the assembly of bryostatins by ring-closing metathesis
Rapha?l Dumeunier,Thomas Gregson,Somhairle MacCormick,Hiroki Omori,Eric J. Thomas Org. Biomol. Chem. 2017 15 2768
7.
Synthesis of upper rim-double-bridged calix[4]arenes bearing seven membered rings and related compounds
M. Tlusty,V. Eigner,M. Babor,M. Kohout,P. Lhoták RSC Adv. 2019 9 22017
8.
The evolution of a stereoselective synthesis of the C1–C16 fragment of bryostatins
Matthew Ball,Anne Baron,Ben Bradshaw,Rapha?l Dumeunier,Matthew O'Brien,Eric J. Thomas Org. Biomol. Chem. 2016 14 9650
9.
The evolution of a stereoselective synthesis of the C1–C16 fragment of bryostatins
Matthew Ball,Anne Baron,Ben Bradshaw,Rapha?l Dumeunier,Matthew O'Brien,Eric J. Thomas Org. Biomol. Chem. 2016 14 9650
10.
α-Hydroxyacids accelerate the Diels–Alder reaction of dibutyl vinylboronate with cyclopentadiene: experimental results and mechanistic insights
N. Grimblat,A. M. Sarotti,P. L. Pisano,S. C. Pellegrinet New J. Chem. 2016 40 1966
参考资料
Reaxys RN
2694109
Beilstein
10(4)567