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460516

Ethyl (R)-(+)-4-chloro-3-hydroxybutyrate

Name: Ethyl (<I>R</I>)-(+)-4-chloro-3-hydroxybutyrate
Brand: ALDRICH

96%

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About This Item

Linear Formula:

ClCH₂CH(OH)CH₂CO₂C₂H₅

CAS Number:

90866-33-4

Molecular Weight:

166.60

NACRES:

NA.22

PubChem Substance ID:

24869705

UNSPSC Code:

12352101

MDL number:

MFCD00211242

Assay:

96%

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Properties

assay

96%

optical activity

[α]23/D +14°, neat

optical purity

ee: 97% (GLC)

refractive index

n20/D 1.453 (lit.)

bp

93-95 °C/5 mmHg (lit.)

density

1.19 g/mL at 25 °C (lit.)

functional group

chloro, ester, hydroxyl

SMILES string

CCOC(=O)C[C@@H](O)CCl

InChI

1S/C6H11ClO3/c1-2-10-6(9)3-5(8)4-7/h5,8H,2-4H2,1H3/t5-/m1/s1

InChI key

ZAJNMXDBJKCCAT-RXMQYKEDSA-N

Description

Application

Ethyl (R)-(+)-4-chloro-3-hydroxybutyrate is a chiral building block that can be used:

To prepare allyl stannane, a precursor for the total synthesis of macrolide iriomoteolide-1b.
As a starting material for the synthesis of a chiral g-αmino acid fragment, which in turn is used to prepare the immunosuppressive agent FR252921.

pictograms

GHS05

signalword

Danger

hcodes

H318

pcodes

P280 - P305 + P351 + P338

Hazard Classifications

Eye Dam. 1

Storage Class

10 - Combustible liquids

wgk

WGK 3

flash_point_f

235.4 °F - closed cup

flash_point_c

113 °C - closed cup

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

Regulatory Information

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A Domino 10-Step Total Synthesis of FR252921 and Its Analogues, Complex Macrocyclic Immunosuppressants

Chen Y, et al.

Journal of the American Chemical Society, 141(35), 13772-13777 (2019)

Enantioselective total synthesis of the proposed structure of macrolide iriomoteolide-1b

Ye Z, et al.

Tetrahedron, 67(33), 5979-5989 (2011)

Global Trade Item Number

SKU	GTIN
460516-1G	04061832343983