tert-butyl (2R,5R,3E)-2-{3-[N-[(benzyloxy)carbonyl]amino]-propyl}-5-[N-(tert-butoxycarbonyl)amino]-6-(4-methoxyphenyl)hex-3-enoate

Base Information

Chemical Name:tert-butyl (2R,5R,3E)-2-{3-[N-[(benzyloxy)carbonyl]amino]-propyl}-5-[N-(tert-butoxycarbonyl)amino]-6-(4-methoxyphenyl)hex-3-enoate
CAS No.:1361407-59-1
Molecular Formula:C₃₃H₄₆N₂O₇
Molecular Weight:582.737
Hs Code.:

Synonyms:tert-butyl (2R,5R,3E)-2-{3-[N-[(benzyloxy)carbonyl]amino]-propyl}-5-[N-(tert-butoxycarbonyl)amino]-6-(4-methoxyphenyl)hex-3-enoate

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Chemical Property of tert-butyl (2R,5R,3E)-2-{3-[N-[(benzyloxy)carbonyl]amino]-propyl}-5-[N-(tert-butoxycarbonyl)amino]-6-(4-methoxyphenyl)hex-3-enoate

Chemical Property:

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Technology Process of tert-butyl (2R,5R,3E)-2-{3-[N-[(benzyloxy)carbonyl]amino]-propyl}-5-[N-(tert-butoxycarbonyl)amino]-6-(4-methoxyphenyl)hex-3-enoate

There total 10 articles about tert-butyl (2R,5R,3E)-2-{3-[N-[(benzyloxy)carbonyl]amino]-propyl}-5-[N-(tert-butoxycarbonyl)amino]-6-(4-methoxyphenyl)hex-3-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: 96.0%

: 1361407-58-0
tert-butyl (2R,5R,3E)-2-{3-[N-[(benzyloxy)carbonyl]-N-[(2-nitrophenyl)sulfonyl]amino]propyl}-5-[N-(tert-butoxycarbonyl)amino]-6-(4-methoxyphenyl)hex-3-enoate

: 1361407-59-1
tert-butyl (2R,5R,3E)-2-{3-[N-[(benzyloxy)carbonyl]amino]-propyl}-5-[N-(tert-butoxycarbonyl)amino]-6-(4-methoxyphenyl)hex-3-enoate

Guidance literature:: With potassium carbonate; thiophenol; In N,N-dimethyl-formamide; at 20 ℃; for 3h;
DOI:10.1021/jm2016914

Reference yield:

: 1361407-57-9
tert-butyl (2R,5R,3E)-5-[N-(tert-butoxycarbonyl)amino]-2-[3-(tert-butyldimethylsiloxy)propyl]-6-(4-methoxyphenyl)hex-3-enoate

: 1361407-59-1
tert-butyl (2R,5R,3E)-2-{3-[N-[(benzyloxy)carbonyl]amino]-propyl}-5-[N-(tert-butoxycarbonyl)amino]-6-(4-methoxyphenyl)hex-3-enoate

Guidance literature:: Multi-step reaction with 3 steps

1: fluorosilicic acid; water / acetonitrile / 2 h / 0 - 20 °C

2: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran; toluene / 3 h / 0 °C / Inert atmosphere

3: potassium carbonate; thiophenol / N,N-dimethyl-formamide / 3 h / 20 °C

With fluorosilicic acid; water; potassium carbonate; thiophenol; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; N,N-dimethyl-formamide; toluene; acetonitrile; 2: Mitsunobu reaction;
DOI:10.1021/jm2016914

Reference yield:

: 1361407-53-5
(3R,4R)-4-[N-(tert-butoxycarbonyl)amino]-5-(4-methoxyphenyl)pent-1-en-3-ol

: 1361407-59-1
tert-butyl (2R,5R,3E)-2-{3-[N-[(benzyloxy)carbonyl]amino]-propyl}-5-[N-(tert-butoxycarbonyl)amino]-6-(4-methoxyphenyl)hex-3-enoate

Guidance literature:: Multi-step reaction with 9 steps

1.1: pyridine; dmap / chloroform / 2 h / 0 °C

2.1: dimethylsulfide; ozone / ethyl acetate / 0.5 h / -78 - 0 °C

3.1: N-ethyl-N,N-diisopropylamine; lithium chloride / acetonitrile / 0.33 h / 0 °C / Inert atmosphere

3.2: 3 h / 0 °C / Inert atmosphere

4.1: methanol; potassium carbonate / 2 h / 0 - 20 °C

5.1: triethylamine / dichloromethane / 2 h / 0 °C

6.1: copper(l) cyanide; lithium chloride / tetrahydrofuran; diethyl ether; pentane / 1 h / -78 - 0 °C / Inert atmosphere

7.1: fluorosilicic acid; water / acetonitrile / 2 h / 0 - 20 °C

8.1: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran; toluene / 3 h / 0 °C / Inert atmosphere

9.1: potassium carbonate; thiophenol / N,N-dimethyl-formamide / 3 h / 20 °C

With pyridine; methanol; dmap; fluorosilicic acid; dimethylsulfide; water; copper(l) cyanide; potassium carbonate; ozone; thiophenol; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; lithium chloride; diethylazodicarboxylate; In tetrahydrofuran; diethyl ether; dichloromethane; chloroform; ethyl acetate; N,N-dimethyl-formamide; toluene; acetonitrile; pentane; 3.1: Horner-Wadsworth-Emmons olefination / 3.2: Horner-Wadsworth-Emmons olefination / 8.1: Mitsunobu reaction;
DOI:10.1021/jm2016914