ChemicalBook CAS DataBase List 2,3-O-Isopropylidene-D-ribonic gamma-lactone

2,3-O-Isopropylidene-D-ribonic gamma-lactone synthesis

10synthesis methods

Product Name:2,3-O-Isopropylidene-D-ribonic gamma-lactone
CAS Number:30725-00-9
Molecular formula:C8H12O5
Molecular Weight:188.18

67-64-1
6 suppliers
$19.10/10ml

15384-37-9
41 suppliers
$110.00/250mg

2,3-O-Isopropylidene-D-ribonic gamma-lactone

30725-00-9
177 suppliers
$22.05/500mg

Yield:30725-00-9 98%

Reaction Conditions:

with hydrogenchloride in lithium hydroxide monohydrate;

Steps:

7.7.10 Example 7.10: Synthesis of (3aR,6R,6aR)-6-(hydroxymethyl)-2,2-dimethyl-6,6a-dihydro-3 aH-furo [3 ,4-d] [ 1 ,3 ] dioxol-4-one (85)

To a solution of D-ribono-l,4-lactone (84, 20.21 g, 136.45 mmol, 1.00 equiv.) in acetone (400 mL) was added concentrated aqueous HC1 (37%, 9,50 mL, 113.77 mmol, 0.83 equiv.). The reaction mixture was stirred overnight until TLC indicated full conversion of the starting material. Solid NaHCO₃was added, the reaction mixture was filtered and the filter cake was rinsed with acetone (100 mL). The combined filtrates were concentrated in vacuo and (3aR,6R,6aR)-6-(hydroxymethyl)-2,2-dimethyl-6,6a-dihydro-3aH-furo[3,4-d][l,3]dioxol-4- one (85, 25.21 g, 133.97 mmol, 98%) was directly used for the next step as crude product.

References:

WO2022/84331,2022,A2 Location in patent:Paragraph 0373; 0384