1-(2-benzyloxymethyl-but-2-enoyl)-pyrrolidine-2-carboxylic acid methyl ester

Base Information

Chemical Name:1-(2-benzyloxymethyl-but-2-enoyl)-pyrrolidine-2-carboxylic acid methyl ester
CAS No.:326476-71-5
Molecular Formula:C₁₈H₂₃NO₄
Molecular Weight:317.385
Hs Code.:

Synonyms:1-(2-benzyloxymethyl-but-2-enoyl)-pyrrolidine-2-carboxylic acid methyl ester

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Chemical Property of 1-(2-benzyloxymethyl-but-2-enoyl)-pyrrolidine-2-carboxylic acid methyl ester

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Technology Process of 1-(2-benzyloxymethyl-but-2-enoyl)-pyrrolidine-2-carboxylic acid methyl ester

There total 5 articles about 1-(2-benzyloxymethyl-but-2-enoyl)-pyrrolidine-2-carboxylic acid methyl ester which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

: 2577-48-2
methyl (2S)-pyrrolidine carboxylate

: 326476-60-2
(E)-2-Benzyloxymethyl-but-2-enoic acid

: 326476-71-5
1-(2-benzyloxymethyl-but-2-enoyl)-pyrrolidine-2-carboxylic acid methyl ester

Guidance literature:: With TEA; diethyl dicarbonate; In N,N-dimethyl-formamide; at 20 ℃; for 5h;
DOI:10.1016/S0957-4166(00)00376-1

Reference yield:

: 1125-88-8
benzaldehyde dimethyl acetal

: 326476-71-5
1-(2-benzyloxymethyl-but-2-enoyl)-pyrrolidine-2-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 98 percent / p-toluenesulfonic acid / CH₂Cl₂ / 3 h / Heating

2: 95 percent / DIBAL / CH₂Cl₂ / -78 - 0 °C

3: 80 percent / oxalyl chloride; Me₂SO; Et₃N / CH₂Cl₂ / -78 - 20 °C

4: 2-methyl-2-butene; aq. NaClO₂; Na₂HPO₄ / 2-methyl-propan-2-ol / 1 h / 20 °C

5: DEPC; TEA / dimethylformamide / 5 h / 20 °C

With sodium chlorite; disodium hydrogenphosphate; 2-methyl-but-2-ene; oxalyl dichloride; TEA; diisobutylaluminium hydride; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine; diethyl dicarbonate; In dichloromethane; N,N-dimethyl-formamide; tert-butyl alcohol; 1: cycloacetalization / 2: Reduction / 3: Oxidation / 4: Oxidation / 5: Acylation;
DOI:10.1016/S0957-4166(00)00376-1

Reference yield:

: 104306-94-7
2-benzyloxymethyl-but-2-en-1-ol

: 326476-71-5
1-(2-benzyloxymethyl-but-2-enoyl)-pyrrolidine-2-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 80 percent / oxalyl chloride; Me₂SO; Et₃N / CH₂Cl₂ / -78 - 20 °C

2: 2-methyl-2-butene; aq. NaClO₂; Na₂HPO₄ / 2-methyl-propan-2-ol / 1 h / 20 °C

3: DEPC; TEA / dimethylformamide / 5 h / 20 °C

With sodium chlorite; disodium hydrogenphosphate; 2-methyl-but-2-ene; oxalyl dichloride; TEA; dimethyl sulfoxide; triethylamine; diethyl dicarbonate; In dichloromethane; N,N-dimethyl-formamide; tert-butyl alcohol; 1: Oxidation / 2: Oxidation / 3: Acylation;
DOI:10.1016/S0957-4166(00)00376-1