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438960

Sigma-Aldrich

(R)-(+)-3-Benzyloxy-1,2-propanediol

99%

Synonym(s):

(R)-Glycerol 1-benzyl ether, 3-O-Benzyl-sn-glycerol, 3-Benzyl-sn-glycerol

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About This Item

Linear Formula:
C6H5CH2OCH2CH(OH)CH2OH
CAS Number:
56552-80-8
Molecular Weight:
182.22
Beilstein:
2048922
MDL number:
MFCD00067260
UNSPSC Code:
12352201
PubChem Substance ID:
24867485
NACRES:
NA.22

Assay

99%

form

solid

optical activity

[α]20/D +5.5°, c = 20 in chloroform

mp

25-29 °C (lit.)

storage temp.

2-8°C

SMILES string

OC[C@@H](O)COCc1ccccc1

InChI

1S/C10H14O3/c11-6-10(12)8-13-7-9-4-2-1-3-5-9/h1-5,10-12H,6-8H2/t10-/m1/s1

InChI key

LWCIBYRXSHRIAP-SNVBAGLBSA-N

Related Categories

Application

Employed in the synthesis of a cyclopropyl chiron used in the preparation of 2,3-methanoamino acids. Chiral building block in the synthesis of petrosynes and biologically important phospholipid analogs.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Iguchi, K. et al.
The Journal of Organic Chemistry, 58, 5690-5690 (1993)
Burgess, K. et al.
The Journal of Organic Chemistry, 58, 3767-3767 (1993)
S.F. Martin et al.
The Journal of Organic Chemistry, 59, 4805-4805 (1994)
T N Wheeler et al.
Journal of medicinal chemistry, 37(24), 4118-4129 (1994-11-25)
The substrate specificity at the active site of recombinant human synovial fluid phospholipase A2 (hs-PLA2) was investigated by the preparation of a series of short-chain phospholipid analogs and measurement of their enzymatic hydrolysis at concentrations well below the critical micelle

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