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Merck
CN

363529

(R)-(−)-Glycidyl benzyl ether

99%

Synonym(s):

(R)-(−)-2-(Benzyloxymethyl)oxirane

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About This Item

Empirical Formula (Hill Notation):
C10H12O2
CAS Number:
14618-80-5
Molecular Weight:
164.20
UNSPSC Code:
12352005
NACRES:
NA.22
PubChem Substance ID:
24862201
MDL number:
MFCD00068409
Beilstein/REAXYS Number:
3588399
Assay:
99%
Form:
liquid

Key Documents

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InChI

1S/C10H12O2/c1-2-4-9(5-3-1)6-11-7-10-8-12-10/h1-5,10H,6-8H2/t10-/m0/s1

SMILES string

C(OCc1ccccc1)[C@H]2CO2

InChI key

QNYBOILAKBSWFG-JTQLQIEISA-N

assay

99%

form

liquid

optical activity

[α]20/D −5.4°, c = 5 in toluene

refractive index

n20/D 1.517 (lit.)

density

1.077 g/mL at 25 °C (lit.)

functional group

ether, phenyl

storage temp.

2-8°C

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Application

Used in the preparation of the lactone fragment of compactin and mevinolin. Chiron in the preparation of syn-1,3-polyols, dideoxynucleosides, and a spiroacetal cyanohydrin.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

10 - Combustible liquids

wgk

WGK 3

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

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Certificates of Analysis (COA)

Lot/Batch Number
MKCH3627
MKBL1270V
MKBB8808V
MKBB8808
08711DH

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Synthesis, 539-539 (1989)
Journal of the Chemical Society. Chemical Communications, 291-291 (1993)
E Abushanab et al.
Journal of medicinal chemistry, 32(1), 76-79 (1989-01-01)
1',2'-seco-2',3'-Dideoxycytidine (12), -guanosine (14), -adenosine (16), and -inosine (18) were prepared from (R)-benzylglycidol as potential anti-HIV agents. When compared to ddAdo in protecting ATH8 cells, they were found to be inactive.
The Journal of Organic Chemistry, 53, 4495-4495 (1988)

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