ChemicalBook CAS DataBase List (2R,4R)-1-tert-Butyl 2-methyl 4-hydroxypyrrolidine-1,2-dicarboxylate

(2R,4R)-1-tert-Butyl 2-methyl 4-hydroxypyrrolidine-1,2-dicarboxylate synthesis

12synthesis methods

Product Name:(2R,4R)-1-tert-Butyl 2-methyl 4-hydroxypyrrolidine-1,2-dicarboxylate
CAS Number:114676-69-6
Molecular formula:C11H19NO5
Molecular Weight:245.27

24424-99-5 Synthesis

24424-99-5
841 suppliers
$13.50/25G

D-Proline, 4-hydroxy-, methyl ester, hydrochloride (1:1), (4R)-

114676-59-4
109 suppliers
$6.00/250mg

(2R,4R)-1-tert-Butyl 2-methyl 4-hydroxypyrrolidine-1,2-dicarboxylate

114676-69-6
185 suppliers
$6.00/1g

Yield:114676-69-6 100%

Reaction Conditions:

with dmap;triethylamine in water;acetone;

Steps:

1.4.2

[0347] To a solution of (2R,4R)-methyl 4-hydroxypyrrolidine-2-carboxylate hydrochloride (4.4 g, 24.67 mmol) in Acetone and water (3:2, 30 mL) were added Et₃N (6.8 mL , 49.28 mmol), DMAP (150 mg, 1.2 mmol). Then (Boc)₂0 (8.0 mL, 34.54 mmol) was added slowly and the reaction was stirred overnight. All the acetone was removed and diluted with EtOAc and washed with 0.5 N HC1, water, brine, dried and concentrated to yield 6.0 g of (2R,4R)-1- tert-butyl 2-methyl 4-hydroxypyrrolidine-l,2-dicarboxylate (quantitative).

References:

WO2011/130383,2011,A1 Location in patent:Page/Page column 104