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

MDL number:

MFCD00211242

UNSPSC Code:

12352101

PubChem Substance ID:

24869705

NACRES:

NA.22

Key Documents

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Quality Level

100

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

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Show Differences

1 of 4

This Item	444197	460524	338125
460516 Ethyl (R)-(+)-4-chloro-3-hydroxybutyrate	444197 3-Ethyl-3-oxetanemethanol	460524 Ethyl (S)-(−)-4-chloro-3-hydroxybutyrate	338125 (R)-(−)-Glycidyl butyrate
assay 96%	assay 96%	assay 96%	assay 96%
Quality Level 100	Quality Level 100	Quality Level 100	Quality Level 100
bp 93-95 °C/5 mmHg (lit.)	bp 96 °C/4 mmHg (lit.)	bp 93-95 °C/5 mmHg (lit.)	bp 197 °C (lit.)
density 1.19 g/mL at 25 °C (lit.)	density 1.019 g/mL at 25 °C (lit.)	density 1.19 g/mL at 25 °C (lit.)	density 1.032 g/mL at 20 °C (lit.)
refractive index n20/D 1.453 (lit.)	refractive index n20/D 1.453 (lit.)	refractive index n20/D 1.453 (lit.)	refractive index n20/D 1.428 (lit.)
optical activity [α]23/D +14°, neat	optical activity -	optical activity [α]23/D −14°, neat	optical activity [α]25/D −31°, neat

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.[1]
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.[2]

pictograms

GHS05

signalword

Danger

hcodes

H318

pcodes

P280 - P305 + P351 + P338

Hazard Classifications

Eye Dam. 1

Storage Class

10 - Combustible liquids

wgk_germany

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

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