Ethyl (2R,3R,4S)-2-hydroxy-3-ethoxycarbonyl-4-{N-benzyl-N-[(S)-1-phenylethyl]amino}-7-benzyloxyheptanoate

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Chemical Name:Ethyl (2R,3R,4S)-2-hydroxy-3-ethoxycarbonyl-4-{N-benzyl-N-[(S)-1-phenylethyl]amino}-7-benzyloxyheptanoate
CAS No.:245496-21-3
Molecular Formula:C₃₄H₄₃NO₆
Molecular Weight:561.719
Hs Code.:

Synonyms:Ethyl (2R,3R,4S)-2-hydroxy-3-ethoxycarbonyl-4-{N-benzyl-N-[(S)-1-phenylethyl]amino}-7-benzyloxyheptanoate

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Chemical Property of Ethyl (2R,3R,4S)-2-hydroxy-3-ethoxycarbonyl-4-{N-benzyl-N-[(S)-1-phenylethyl]amino}-7-benzyloxyheptanoate

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Technology Process of Ethyl (2R,3R,4S)-2-hydroxy-3-ethoxycarbonyl-4-{N-benzyl-N-[(S)-1-phenylethyl]amino}-7-benzyloxyheptanoate

There total 5 articles about Ethyl (2R,3R,4S)-2-hydroxy-3-ethoxycarbonyl-4-{N-benzyl-N-[(S)-1-phenylethyl]amino}-7-benzyloxyheptanoate 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: 75.0%

: 924-44-7
glyoxylic acid ethyl ester

: 245496-20-2
Ethyl (3S)-3-{N-benzyl-N-[(S)-1-phenylethyl]amino}-6-benzyloxyhexanoate

: 245496-21-3
Ethyl (2R,3R,4S)-2-hydroxy-3-ethoxycarbonyl-4-{N-benzyl-N-[(S)-1-phenylethyl]amino}-7-benzyloxyheptanoate

Guidance literature:: Ethyl (3S)-3-{N-benzyl-N-[(S)-1-phenylethyl]amino}-6-benzyloxyhexanoate; With lithium diisopropyl amide; In tetrahydrofuran; at -78 ℃; for 1.5h;

With Trimethyl borate; In tetrahydrofuran; at -78 ℃; for 0.5h;

glyoxylic acid ethyl ester; In tetrahydrofuran; at -78 ℃; for 1h;

Reference yield:

: 5470-84-8
4-benzyloxybutanal

: 245496-21-3
Ethyl (2R,3R,4S)-2-hydroxy-3-ethoxycarbonyl-4-{N-benzyl-N-[(S)-1-phenylethyl]amino}-7-benzyloxyheptanoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: 85 percent / CH₂Cl₂ / 20 °C

2.1: n-BuLi / tetrahydrofuran; hexane / 0.75 h / -78 °C

2.2: 83 percent / 1 h / -78 °C

3.1: LDA / tetrahydrofuran / 1.5 h / -78 °C

3.2: B(OMe)3 / tetrahydrofuran / 0.5 h / -78 °C

3.3: 75 percent / tetrahydrofuran / 1 h / -78 °C

With n-butyllithium; lithium diisopropyl amide; In tetrahydrofuran; hexane; dichloromethane; 1.1: Condensation / 2.1: Metallation / 2.2: Addition / 3.1: Metallation / 3.2: Substitution / 3.3: Addition;

Reference yield:

: 4541-14-4
4-benzyloxy-butan-1-ol

: 245496-21-3
Ethyl (2R,3R,4S)-2-hydroxy-3-ethoxycarbonyl-4-{N-benzyl-N-[(S)-1-phenylethyl]amino}-7-benzyloxyheptanoate

Guidance literature:: Multi-step reaction with 4 steps

1.1: 68 percent / PCC; NaOAc / CH₂Cl₂ / 2 h / 20 °C

2.1: 85 percent / CH₂Cl₂ / 20 °C

3.1: n-BuLi / tetrahydrofuran; hexane / 0.75 h / -78 °C

3.2: 83 percent / 1 h / -78 °C

4.1: LDA / tetrahydrofuran / 1.5 h / -78 °C

4.2: B(OMe)3 / tetrahydrofuran / 0.5 h / -78 °C

4.3: 75 percent / tetrahydrofuran / 1 h / -78 °C

With n-butyllithium; sodium acetate; pyridinium chlorochromate; lithium diisopropyl amide; In tetrahydrofuran; hexane; dichloromethane; 1.1: Oxidation / 2.1: Condensation / 3.1: Metallation / 3.2: Addition / 4.1: Metallation / 4.2: Substitution / 4.3: Addition;