Glycine, N-[(1,1-dimethylethoxy)carbonyl]-, chloromethyl ester synthesis
- Product Name:Glycine, N-[(1,1-dimethylethoxy)carbonyl]-, chloromethyl ester
- CAS Number:34573-36-9
- Molecular formula:C8H14ClNO4
- Molecular Weight:223.65
Yield:34573-36-9 93.8%
Reaction Conditions:
Stage #1: BOC-glycinewith sodium hydrogencarbonate in water; for 0.5 h;
Stage #2: with tetra(n-butyl)ammonium hydrogensulfate in dichloromethane; for 0.333333 h;
Stage #3: chlorosulfuric acid chloromethyl ester in dichloromethane; for 15 h;
Steps:
2.1 Step 1:
S.M.2 (50 g, 285.4 mmol, 1.00 eq), H2O (1000 mL), and sodium bicarbonate (95.9 g, 1141.6 mmol, 4.00 eq) were added to a 2000 mL 3-neck reaction flask; after stirring for 30 min, DCM and Bu4NHSO4 (9.7 g, 28.5 mmol, 0.1 eq) were added; and after stirring for another 20 min, S.M.A (56.5 g, 342.5 mmol, 1.2 eq) was added and the reaction was stirred for 15 h. The reaction was stopped and subjected to liquid separation, and the organic phase was concentrated under reduced pressure to give 60 g of a colorless oil with a yield of 93.8%.
References:
US2020/199097,2020,A1 Location in patent:Paragraph 0060-0061
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