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469602

Sigma-Aldrich

4-Benzyloxybutyric acid

95%

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5 ML
$115.90
25 ML
$362.70

$115.90

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5 ML
$115.90
25 ML
$362.70

About This Item

Linear Formula:
C6H5CH2O(CH2)3CO2H
CAS Number:
10385-30-5
Molecular Weight:
194.23
MDL number:
MFCD01321257
UNSPSC Code:
12352100
PubChem Substance ID:
24870473
NACRES:
NA.22

$115.90

List Price$122.00
Only 21 left in stockDetails
Request a Bulk Order

Quality Level

100

assay

95%

refractive index

n20/D 1.512 (lit.)

bp

135 °C/0.3 mmHg (lit.)

density

1.097 g/mL at 25 °C (lit.)

functional group

carboxylic acid
ether
phenyl

SMILES string

OC(=O)CCCOCc1ccccc1

InChI

1S/C11H14O3/c12-11(13)7-4-8-14-9-10-5-2-1-3-6-10/h1-3,5-6H,4,7-9H2,(H,12,13)

InChI key

CXEFZVVLTJQWBF-UHFFFAOYSA-N

General description

4-Benzyloxybutyric acid can be synthesized from γ-butyrolactone.[1] It participates in the asymmetric total synthesis of erythromycin.[2]

Application

4-Benzyloxybutyric acid may be used in the synthesis of benzyloxybutyryl (BOB) esters of alcohols by standard acylation techniques or by the Jacobsen asymmetric nucleophilic ring opening of epoxides.[3]

pictograms

Corrosion
GHS05

signalword

Danger

hcodes

H314

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B

Storage Class

8A - Combustible corrosive hazardous materials

wgk_germany

WGK 3

flash_point_f

235.4 °F - closed cup

flash_point_c

113 °C - closed cup

ppe

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter

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Certificates of Analysis (COA)

Lot/Batch Number
MKBW7362V
MKBQ5571V
MKBD9704V
60296KJ
09631KE

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Asymmetric total synthesis of erythromcin. 1. Synthesis of an erythronolide A secoacid derivative via asymmetric induction.
Woodward RB, et al.
Journal of the American Chemical Society, 103(11), 3210-3213 (1981)
What about BOB? A synthetically useful protecting group.
Clark MA and Ganem B.
Tetrahedron Letters, 41(49), 9523-9526 (2000)
Synthesis of tylonolide, the aglycone of tylosin.
Masamune S, et al.
Journal of the American Chemical Society, 104(20), 5523-5526 (1982)

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