ChemicalBook CAS DataBase List 4-[[(1,1-Dimethylethoxy)carbonyl]amino]-2-cyclopentene-1-carboxylic acid methyl ester

4-[[(1,1-Dimethylethoxy)carbonyl]amino]-2-cyclopentene-1-carboxylic acid methyl ester synthesis

8synthesis methods

Product Name:4-[[(1,1-Dimethylethoxy)carbonyl]amino]-2-cyclopentene-1-carboxylic acid methyl ester
CAS Number:168683-02-1
Molecular formula:C12H19NO4
Molecular Weight:241.28

24424-99-5 Synthesis

24424-99-5
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(1S,4R)-Methyl 4-aMinocyclopent-2-enecarboxylate hydrochloride

229613-83-6
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4-[[(1,1-Dimethylethoxy)carbonyl]amino]-2-cyclopentene-1-carboxylic acid methyl ester

168683-02-1
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Yield:168683-02-1 99%

Reaction Conditions:

with sodium carbonate in n-heptane;water;

Steps:

4 Example 4

Example 4 17.7 g (0.100 mol) of cis-4-amino-2-cyclopentene-1-carboxylic acid methyl ester hydrochloride, 22.9 g (0.105 mol) of di-tert-butyl dicarbonate, 5.6 g (0.053 mol) of sodium carbonate and 70 mL of heptane were put into a four-necked flask (300 mL volume) and equipped with a thermometer. While this mixture was stirred, 100 mL of water was added, and then the mixture was stirred for 3 hours at room temperature. The organic layer separated after the stirring was stopped. The solvent was distilled off from the organic layer under reduced pressure to give 23.9 g (0.099 mol) of cis-4-tert-butoxycarbonylamino-2-cyclopentene-1-carboxylic acid methyl ester. The yield was 99%.

References:

EP1334969,2003,A1

24424-99-5 Synthesis

24424-99-5
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138923-03-2 Synthesis