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D0890

1,2:3,5-Di-O-isopropylidene-α-D-apiose

Name: 1,2:3,5-Di-O-isopropylidene-α-<SC>D</SC>-apiose
Brand: SIGMA

Synonym(s):

α-D-Apiose diacetonide

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About This Item

Empirical Formula (Hill Notation):

C₁₁H₁₈O₅

CAS Number:

25904-06-7

Molecular Weight:

230.26

UNSPSC Code:

12352201

PubChem Substance ID:

24893305

MDL number:

MFCD00038410

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Properties

form

solid

storage temp.

−20°C

SMILES string

CC1(C)OCC2(COC3OC(C)(C)OC23)O1

InChI

1S/C11H18O5/c1-9(2)13-6-11(16-9)5-12-8-7(11)14-10(3,4)15-8/h7-8H,5-6H2,1-4H3

InChI key

WGCOBUGUSFKJSL-UHFFFAOYSA-N

Description

Application

Di-O-isopropylidene-α-D-apiose may be used as a reagent for the organic synthesis of conformationally semirigid diacylglycerol (DAG) analogues embedded into five-membered ring lactones.

Storage Class

13 - Non Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number

053F0023

014H0326

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Conformationally constrained analogues of diacylglycerol. 13. Protein kinase C ligands based on templates derived from 2,3-dideoxy-L-erythro(threo)-hexono-1,4-lactone and 2-deoxyapiolactone.

J Lee et al.

Journal of medicinal chemistry, 39(25), 4912-4919 (1996-12-06)

In the present investigation, the last two possible modes of generating conformationally semirigid diacylglycerol (DAG) analogues embedded into five-membered ring lactones as templates III and IV are investigated. The first two templates studied in previous investigations corresponded to 2-deoxyribonolactone (template