所有图片(2)
线性分子式:
H2NCH2CH2CH(OH)CO2H
CAS号:
分子量:
119.12
Beilstein:
1721686
MDL编号:
UNSPSC代码:
12352116
PubChem化学物质编号:
EC索引号:
670-305-7
NACRES:
NA.22
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质量水平
检测方案
96%
旋光性
[α]23/D −30°, c = 1 in H2O
mp
200-203 °C (lit.)
SMILES字符串
NCC[C@H](O)C(O)=O
InChI
1S/C4H9NO3/c5-2-1-3(6)4(7)8/h3,6H,1-2,5H2,(H,7,8)/t3-/m0/s1
InChI key
IVUOMFWNDGNLBJ-VKHMYHEASA-N
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一般描述
(S)-(-)-4-Amino-2-hydroxybutyric acid is an important moiety of butirosin, an aminoglycoside antibiotic.
应用
(S)-(-)-4-Amino-2-hydroxybutyric acid may be used in the preparation of 6′-amino-1-N-[(S)-4-amino-2-hydroxybutyryl]-6′-deoxylividomycin A.
Building block for enantiopure 3-hydroxypyrrolidin-2-ones.
WGK
WGK 3
闪点(°F)
Not applicable
闪点(°C)
Not applicable
个人防护装备
Eyeshields, Gloves, type N95 (US)
法规信息
新产品
Y Ota et al.
The Journal of antibiotics, 53(10), 1158-1167 (2001-01-02)
Butirosin is an interesting 2-deoxystreptamine (DOS)-containing aminoglycoside antibiotic produced by non-actinomycete Bacilli. Recently we were successful in purification of 2-deoxy-scyllo-inosose synthase from butirosin-producer Bacillus circulans as the key enzyme for the biosynthesis of DOS, in cloning of the responsible gene
Bentley, J.M. et al.
Journal of the Chemical Society. Chemical Communications, 231-231 (1995)
Synthesis of 6'-Amino-1-N-[(S)-4-Amino-2-Hydroxybutyryl]-6'-Deoxylividomycin A.
Watanabe I, et al.
Bulletin of the Chemical Society of Japan, 48(8), 2303-2305 (1975)
Synthesis of (S)-Isoserine.
Miyazawa T, et al.
Agricultural and Biological Chemistry, 40(8), 1651-1652 (1976)
M Philippe et al.
The Journal of antibiotics, 35(11), 1507-1512 (1982-11-01)
A semisynthetic aminoglycoside antibiotic 15, containing a cyclic gamma-amino-alpha-hydroxy acid, related to the 1-N-4-amino-2-hydroxybutyric acid (AHBA) side chain of butirosins and amikacin, has been prepared. Conveniently protected 3,2',6'-tris-N-tert-butoxycarbonylgentamicin C1a (12) was condensed with the phtalimido active ester 10 to give
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