di-tert-butyl (2S,3S,4S)-3-[2-(benzyloxy)ethyl]-4-(2-methoxyphenyl)pyrrolidine-1,2-dicarboxylate

Base Information

• Chemical Name: di-tert-butyl (2S,3S,4S)-3-[2-(benzyloxy)ethyl]-4-(2-methoxyphenyl)pyrrolidine-1,2-dicarboxylate
• CAS No.: 1218815-76-9
• Molecular Formula: C₃₀H₄₁NO₆
• Molecular Weight: 511.659

Synonyms:di-tert-butyl (2S,3S,4S)-3-[2-(benzyloxy)ethyl]-4-(2-methoxyphenyl)pyrrolidine-1,2-dicarboxylate

Chemical Property of di-tert-butyl (2S,3S,4S)-3-[2-(benzyloxy)ethyl]-4-(2-methoxyphenyl)pyrrolidine-1,2-dicarboxylate

Chemical Property:

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Technology Process of di-tert-butyl (2S,3S,4S)-3-[2-(benzyloxy)ethyl]-4-(2-methoxyphenyl)pyrrolidine-1,2-dicarboxylate

There total 2 articles about di-tert-butyl (2S,3S,4S)-3-[2-(benzyloxy)ethyl]-4-(2-methoxyphenyl)pyrrolidine-1,2-dicarboxylate 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:

di-tert-butyl dicarbonate (24424-99-5) + tert-butyl (2R,3S,4S)-3-[(2'-benzyloxy)ethyl]-4-phenylpyrrolidine-2-carboxylate (1218815-74-7) → di-tert-butyl (2S,3S,4S)-3-[2-(benzyloxy)ethyl]-4-(2-methoxyphenyl)pyrrolidine-1,2-dicarboxylate (1218815-76-9)

Guidance literature:

di-tert-butyl dicarbonate; tert-butyl (2R,3S,4S)-3-[(2'-benzyloxy)ethyl]-4-phenylpyrrolidine-2-carboxylate; With triethylamine; In dichloromethane; at 20 ℃; for 0.5h;

With sodium hydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tert-butyl alcohol; benzene; at 20 ℃; for 18h;

DOI:10.1021/ja909457b

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) + tert-butyl (2R,3S,4S)-3-[(2'-benzyloxy)ethyl]-4-phenylpyrrolidine-2-carboxylate (1218815-74-7) → di-tert-butyl (2R,3S,4S)-3-[2-(benzyloxy)ethyl]-4-(2-methoxyphenyl)pyrrolidine-1,2-dicarboxylate (1218815-75-8) + di-tert-butyl (2S,3S,4S)-3-[2-(benzyloxy)ethyl]-4-(2-methoxyphenyl)pyrrolidine-1,2-dicarboxylate (1218815-76-9)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; for 0.5h;

DOI:10.1021/ja909457b

Reference yield: 94.0%

di-tert-butyl (2S,3S,4S)-3-[2-(benzyloxy)ethyl]-4-(2-methoxyphenyl)pyrrolidine-1,2-dicarboxylate (1218815-76-9) → di-tert-butyl (2S,3S,4S)-3-[2-(hydroxy)ethyl]-4-(2-methoxyphenyl)pyrrolidine-1,2-dicarboxylate (1218815-78-1)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In tetrahydrofuran; for 3h;

DOI:10.1021/ja909457b

upstream raw materials:

di-tert-butyl dicarbonate

tert-butyl (2R,3S,4S)-3-[(2'-benzyloxy)ethyl]-4-phenylpyrrolidine-2-carboxylate

Downstream raw materials:

di-tert-butyl (2S,3S,4S)-3-[2-(hydroxy)ethyl]-4-(2-methoxyphenyl)pyrrolidine-1,2-dicarboxylate

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