Page last updated: 2024-12-08

1,2-5,6-di-o-isopropylidene-d-glucofuranose

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Description

## 1,2:5,6-Di-O-isopropylidene-D-glucofuranose: A Key Building Block in Organic Synthesis

**1,2:5,6-Di-O-isopropylidene-D-glucofuranose** is a derivative of D-glucose, a common sugar found in nature. It's a protected form of glucose, meaning that its reactive hydroxyl groups are masked by isopropylidene groups. This makes it a valuable starting material for organic synthesis.

**Here's why it's important for research:**

1. **Protection of Hydroxyl Groups:** The isopropylidene groups protect the hydroxyl groups of glucose, preventing them from participating in unwanted reactions. This allows for selective manipulation of other functional groups within the molecule.
2. **Increased Reactivity:** The protected form of glucose becomes more reactive in certain reactions. This is because the isopropylidene groups change the electronic environment around the remaining free hydroxyl groups.
3. **Versatility:** 1,2:5,6-Di-O-isopropylidene-D-glucofuranose can be used to synthesize a wide variety of complex molecules, including:
- **Glycosides:** These are compounds with a sugar molecule attached to another molecule.
- **Glycoconjugates:** These are complex molecules containing sugars linked to other biological molecules like proteins and lipids.
- **Oligosaccharides:** These are short chains of sugars.
4. **Model System:** It can serve as a model system for studying the reactivity of sugars and the synthesis of complex carbohydrate structures.
5. **Drug Discovery:** It's used in the development of new drugs, particularly those targeting carbohydrate-binding proteins.

**Here are some examples of its use in research:**

* **Synthesis of Glycosides:** It can be used to synthesize glycosides that are relevant to biological systems, such as those involved in cell recognition and signaling.
* **Development of Antiviral Agents:** Researchers are using it to develop new antiviral agents that block the interaction of viruses with their host cells.
* **Study of Protein-Carbohydrate Interactions:** It can be used to study how proteins interact with carbohydrates, which is essential for understanding the role of carbohydrates in biological processes.

**Overall, 1,2:5,6-Di-O-isopropylidene-D-glucofuranose is a valuable reagent for organic synthesis and has applications in a variety of fields, including medicine, biotechnology, and materials science.**

1,2-5,6-di-O-isopropylidene-D-glucofuranose: used in determination of blood glucose; RN given refers to parent cpd; structure given in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID7067560
SCHEMBL ID350022
MeSH IDM0110271

Synonyms (56)

Synonym
1,2:5,6-diisopropylidene-d-glucose
einecs 209-486-0
1:2,5:6-di-o-isopropylidene-alpha-d-glucofuranose
alpha-d-glucofuranose, 1,2:5,6-di-o-(1-methylethylidene)-
1,2:5,6-diisopropylidene-alpha-d-glucofuranose
glucofuranose, 1:2,5:6-di-o-isopropylidene-, alpha-d-
1:2,5:6-di-o-isopropyliden-alpha-d-glucofuranose [german]
1,2-5,6-di-o-isopropylidene-d-glucofuranose
ai3-61543
nsc 1223
1,2:5,6-di-o-isopropylidene-alpha-d-glucofuranose ,
alpha-d-glucofuranose, 1,2:5,6-bis-o-(1-methylethylidene)-
diacetoneglucose
1,2:5,6-di-o-isopropylidene-alpha-d-glucofuranose, 98%
1,2:5,6-di-o-isopropylidene-alpha-d-glucofuranose, purum, >=98.0% (tlc)
D1949
1,2:5,6-di-o-isopropylidene-a-d-glucofuranose
(3ar,5s,6s,6ar)-5-[(4r)-2,2-dimethyl-1,3-dioxolan-4-yl]-2,2-dimethyl-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-6-ol
1:2,5:6-di-o-isopropyliden-alpha-d-glucofuranose
unii-r3p8tn410c
r3p8tn410c ,
glucose bisacetonide
glucose diacetonide
(3ar,5s,6s,6ar)-5-((r)-2,2-dimethyl-1,3-dioxolan-4-yl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-6-ol
d-glucose diacetonide
1,2:5,6-di-o-isopropylidene-d-glucose
1,2:5,6-di-o-isopropylidene-|a-d-glucofuranose
1,2:5,6-di-o-isopropylidene-.alpha.-d-glucose
(-)-1,2:5,6-di-o-isopropylidene-.alpha.-d-glucofuranose
1,2:5,6-di-o-isopropylidene-.alpha.-d-glucofuranose
diacetoneglucose [mi]
1,2:5,6-diisopropylidene-.alpha.-d-glucofuranose
glucofuranose, 1,2:5,6-di-o-isopropylidene-, .alpha.-d- .
SCHEMBL350022
AM83975
diacetonglucose
1,2: 5,6-di-o-isopropylidene-alpha-d-glucofuranose
1,2:5,6-di-0-isopropylidene-alpha-d-glucofuranose
KEJGAYKWRDILTF-JDDHQFAOSA-N
1.2:5.6-di-0-isopropylidene-alpha-d-glucofuranose
1,2:5,6,-di-o-isopropylidene-alpha-d-glucofuranose
AKOS016843090
hydroquinidinehydrochloride
W-200121
1,2-5,6-di-o-isopropylidene-a-d-gulose
1,2:5,6-bis-o-(1-methylethylidene)-a-d-glucofuranose
mfcd00005544
1,2,5,6-di-o-isopropylidene-alpha-d-glucofuranose
(3ar,5s,6s,6ar)-5-[(4r)-2,2-dimethyl-1,3-dioxolan-4-yl]-2,2-dimethyl-tetrahydro-2h-furo[2,3-d][1,3]dioxol-6-ol
AT13182
a-d-glucofuranose,1,2:5,6-bis-o-(1-methylethylidene)-
F10946
AS-12662
CS-0019953
Q27287751
EN300-1725795
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (7)

TimeframeStudies, This Drug (%)All Drugs %
pre-19902 (28.57)18.7374
1990's1 (14.29)18.2507
2000's2 (28.57)29.6817
2010's1 (14.29)24.3611
2020's1 (14.29)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews0 (0.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other7 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]