ethyl (4S,2E)-4-[tert-butoxycarbonyl-(4-methoxybenzyl)amino]-5-phenylpent-2-enoate

Base Information

• Chemical Name: ethyl (4S,2E)-4-[tert-butoxycarbonyl-(4-methoxybenzyl)amino]-5-phenylpent-2-enoate
• CAS No.: 934980-18-4
• Molecular Formula: C₂₆H₃₃NO₅
• Molecular Weight: 439.552
• Mol file: 934980-18-4.mol

Synonyms:ethyl (4S,2E)-4-[tert-butoxycarbonyl-(4-methoxybenzyl)amino]-5-phenylpent-2-enoate

Chemical Property of ethyl (4S,2E)-4-[tert-butoxycarbonyl-(4-methoxybenzyl)amino]-5-phenylpent-2-enoate

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

Useful:

Technology Process of ethyl (4S,2E)-4-[tert-butoxycarbonyl-(4-methoxybenzyl)amino]-5-phenylpent-2-enoate

There total 1 articles about ethyl (4S,2E)-4-[tert-butoxycarbonyl-(4-methoxybenzyl)amino]-5-phenylpent-2-enoate 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: 53.0%

diethoxyphosphoryl-acetic acid ethyl ester (867-13-0) + (S)-2-[N-tert-butoxycarbonyl-N-(4′-Methoxybenzyl)amino]-3-phenylpropionaldehyde (169905-23-1) → ethyl (4S,2Z)-4-[tert-butoxycarbonyl-(4-methoxybenzyl)amino]-5-phenylpent-2-enoate + ethyl (4S,2E)-4-[tert-butoxycarbonyl-(4-methoxybenzyl)amino]-5-phenylpent-2-enoate (934980-18-4)

Guidance literature:

diethoxyphosphoryl-acetic acid ethyl ester; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 1h;

(S)-2-[N-tert-butoxycarbonyl-N-(4′-Methoxybenzyl)amino]-3-phenylpropionaldehyde; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 3.5h;

DOI:10.1021/jo0625608

Reference yield: 96.0%

ethyl (4S,2E)-4-[tert-butoxycarbonyl-(4-methoxybenzyl)amino]-5-phenylpent-2-enoate (934980-18-4) → ethyl (4S,2E)-4-(4-methoxy-benzylamino)-5-phenylpent-2-enoate

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 0 ℃; for 1h;

DOI:10.1021/jo0625608

Reference yield:

ethyl (4S,2E)-4-[tert-butoxycarbonyl-(4-methoxybenzyl)amino]-5-phenylpent-2-enoate (934980-18-4) → ethyl 2-[(3S,4R)-3-benzyl-2-(4-methoxybenzyl)-1-oxo-2-azaspiro[4.5]decan-4-yl]acetate

Guidance literature:

Multi-step reaction with 2 steps

1: 96 percent / TFA / CH₂Cl₂ / 1 h / 0 °C

With trifluoroacetic acid; In dichloromethane;

DOI:10.1021/jo0625608

upstream raw materials:

diethoxyphosphoryl-acetic acid ethyl ester

(S)-2-[N-tert-butoxycarbonyl-N-(4′-Methoxybenzyl)amino]-3-phenylpropionaldehyde