Key Documents

View All Documentation

467359

(S)-(−)-4-Amino-2-hydroxybutyric acid

Name: (<I>S</I>)-(−)-4-Amino-2-hydroxybutyric acid
Brand: ALDRICH

96%

Select a Size

Change View

About This Item

Linear Formula:

H₂NCH₂CH₂CH(OH)CO₂H

CAS Number:

40371-51-5

Molecular Weight:

119.12

PubChem Substance ID:

24870402

UNSPSC Code:

12352116

NACRES:

NA.22

EC Index Number:

670-305-7

Beilstein/REAXYS Number:

1721686

MDL number:

MFCD00674110

Assay:

96%

Technical Service

Need help? Our team of experienced scientists is here for you.

Let Us Assist

Properties

Quality Level

100

assay

96%

optical activity

[α]23/D −30°, c = 1 in H₂O

mp

200-203 °C (lit.)

functional group

amine, carboxylic acid, hydroxyl

SMILES string

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

Description

General description

(S)-(-)-4-Amino-2-hydroxybutyric acid is an important moiety of butirosin, an aminoglycoside antibiotic.

Application

Building block for enantiopure 3-hydroxypyrrolidin-2-ones.

(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.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

新产品

This item has

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

1-N-acylation of gentamicin C1a by a cyclic, chiral gamma-amino-alpha-hydroxy acid related to the (S)-4-amino-2-hydroxybutyric acid.

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

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)

View All Related Papers

Global Trade Item Number

SKU	GTIN
UC455-10MG	04061837410291
UC455-5MG	04061837410307
467359-5G	04061833038048
467359-25G	04061833038031