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Merck
CN

499498

Sigma-Aldrich

(R)-(+)-3-Methoxy-2-methyl-3-oxopropylzinc bromide solution

0.5 M in THF

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About This Item

Linear Formula:
CH3O2CCH(CH3)CH2ZnBr
CAS Number:
Molecular Weight:
246.42
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.22
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concentration

0.5 M in THF

density

0.968 g/mL at 25 °C

storage temp.

2-8°C

SMILES string

O=C([C@H](C[Zn]Br)C)OC

InChI

1S/C5H9O2.BrH.Zn/c1-4(2)5(6)7-3;;/h4H,1H2,2-3H3;1H;/q;;+1/p-1/t4-;;/m1../s1

InChI key

ZYPPBSJLXDMOPY-RZFWHQLPSA-M

Application

(R)-(+)-3-Methoxy-2-methyl-3-oxopropylzinc bromide can be used:
  • As an intermediate in one of the key synthetic steps for the preparation of a natural product named (+)-discodermolide.
  • As a starting material for the synthesis of (2R,4E)-methyl-2,4-dimethyl-hexanoate, a key intermediate for the preparation of C13-32 fragment of spirangien A.

Legal Information

Product of Rieke Metals, Inc.
Rieke is a registered trademark of Rieke Metals, Inc.

Signal Word

Danger

Hazard Classifications

Acute Tox. 4 Oral - Carc. 2 - Eye Irrit. 2 - Flam. Liq. 2 - STOT SE 3 - Water-react 2

Target Organs

Central nervous system, Respiratory system

Supplementary Hazards

Storage Class Code

4.3 - Hazardous materials which set free flammable gases upon contact with water

WGK

WGK 3

Flash Point(F)

1.4 °F - closed cup

Flash Point(C)

-17 °C - closed cup

Regulatory Information

危险化学品

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Stereoselective synthesis of the C13-32 spiroacetal fragment of spirangien A
Gregg C and Perkins MV
Tetrahedron, 69(33), 6845-6854 (2013)
Formal synthesis of (+)-discodermolide
Francavilla C, et al.
Organic Letters, 5(8), 1233-1236 (2003)

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