1,3-Dioxolan-4-one, 2-(1,1-dimethylethyl)-5-methyl-, (2S,5S)-
- CAS No.
- 81037-06-1
- Chemical Name:
- 1,3-Dioxolan-4-one, 2-(1,1-dimethylethyl)-5-methyl-, (2S,5S)-
- Synonyms
- (2S,5S)-2-(tert-butyl)-5-methyl-1,3-dioxolan-4-one;1,3-Dioxolan-4-one, 2-(1,1-dimethylethyl)-5-methyl-, (2S,5S)-
- CBNumber:
- CB28292412
- Molecular Formula:
- C8H14O3
- Molecular Weight:
- 158.2
- MDL Number:
- MOL File:
- 81037-06-1.mol
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|---|---|
| Signal word | Warning |
| Hazard statements | H302-H335-H319-H315 |
| Precautionary statements | P264-P270-P301+P312-P330-P501-P264-P280-P305+P351+P338-P337+P313P-P264-P280-P302+P352-P321-P332+P313-P362 |
1,3-Dioxolan-4-one, 2-(1,1-dimethylethyl)-5-methyl-, (2S,5S)- Chemical Properties,Uses,Production
Reactivity Profile
1,3-Dioxolan-4-one, 2-(1,1-dimethylethyl)-5-methyl-, (2S,5S)- is a cyclic acetals from (R)- and (S)-lactic acid and pivaldehyde; reagents for the preparation of enantiopure α- hydroxy-α-methyl carboxylic acids by alkylation of the corresponding lithium enolate with alkyl, allyl, and benzyl halides, by hydroxyalkylation with aldehydes and ketones, and by Michael addition to nitroalkenes; precursor to the 5-bromo derivative used for radical reactions; precursor to 2-t-butyl-5-methylene-1,3-dioxolan-4-one; an acceptor for radical additions; and an ene component for Diels-Alder reactions leading to cyclic, heterocyclic, and bicyclic α-hydroxy carboxylic acids.
Synthesis
On a 0.5 mol scale reagent 1,3-Dioxolan-4-one, 2-(1,1-dimethylethyl)-5-methyl-, (2S,5S)- is prepared by condensation of Pivalaldehyde and (S)-lactic acid under acid catalysis in pentane, with azeotropic removal of the water formed. The crude product is distilled in vacuo to give 93% of a 4:1 cis/trans mixture. Two recrystallizations from pentane/ether at -75 °C furnish 60% 1,3-Dioxolan-4-one, 2-(1,1-dimethylethyl)-5-methyl-, (2S,5S)- (cis/trans = 96:4).
1,3-Dioxolan-4-one, 2-(1,1-dimethylethyl)-5-methyl-, (2S,5S)- Preparation Products And Raw materials
Raw materials
Preparation Products
1,3-Dioxolan-4-one, 2-(1,1-dimethylethyl)-5-methyl-, (2S,5S)- Suppliers
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Chengdu Firster Pharmaceutical Co., Ltd. | 028-87078428 028-87074958 | chengzhenyong@cdfirster.com | China | 2669 | 60 |
| Beijing YiboYuntian Technology Co., Ltd. | 13811826434 | lichen13811826434@126.com | China | 635 | 58 |
| Tianjin Nuokang Pharmaceutical Technology Co., Ltd. | 022-23989838 13810451150 | 44766350@qq.com | China | 2022 | 58 |
| Hebei Int'en Pharmaceutical Technology Co., Ltd | 18932921510 | jyxia@int-nph.com | China | 2988 | 58 |
| Biosynth Biological Technology (Suzhou) Co Ltd | 51288865780 | sales@biosynth.com | China | 233051 | 58 |