(S)-2-{[(benzyloxycarbonyl)amino]methyl}-6-[(N,N-phthalyl)amino]hexanoyl acid

Base Information

Chemical Name:(S)-2-{[(benzyloxycarbonyl)amino]methyl}-6-[(N,N-phthalyl)amino]hexanoyl acid
CAS No.:357271-59-1
Molecular Formula:C₂₃H₂₄N₂O₆
Molecular Weight:424.453
Hs Code.:

Synonyms:(S)-2-{[(benzyloxycarbonyl)amino]methyl}-6-[(N,N-phthalyl)amino]hexanoyl acid

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Chemical Property of (S)-2-{[(benzyloxycarbonyl)amino]methyl}-6-[(N,N-phthalyl)amino]hexanoyl acid

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Technology Process of (S)-2-{[(benzyloxycarbonyl)amino]methyl}-6-[(N,N-phthalyl)amino]hexanoyl acid

There total 6 articles about (S)-2-{[(benzyloxycarbonyl)amino]methyl}-6-[(N,N-phthalyl)amino]hexanoyl acid 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: 95.0%

: 357271-58-0
(R)-3-((S)-2-{[(benzyloxycarbonyl)amino]methyl}-1-oxo-3-phthalimidohexanoyl)-4-(1-methylethyl)-5,5-diphenyloxazolidin-2-one

: 357271-59-1
(S)-2-{[(benzyloxycarbonyl)amino]methyl}-6-[(N,N-phthalyl)amino]hexanoyl acid

Guidance literature:: (R)-3-((S)-2-{[(benzyloxycarbonyl)amino]methyl}-1-oxo-3-phthalimidohexanoyl)-4-(1-methylethyl)-5,5-diphenyloxazolidin-2-one; With sodium hydroxide; In tetrahydrofuran; methanol; at 20 ℃; for 2.5h;

With 1,1'-carbonyldiimidazole; In tetrahydrofuran; at 20 ℃; for 48h; Further stages.;
DOI:10.1021/jm010816q

Reference yield:

: 22509-74-6
N-ethoxycarbonylphthalimide

: 357271-59-1
(S)-2-{[(benzyloxycarbonyl)amino]methyl}-6-[(N,N-phthalyl)amino]hexanoyl acid

Guidance literature:: Multi-step reaction with 5 steps

1.1: 83 percent / aq. Na₂CO₃ / 0.5 h

2.1: 92 percent / (COCl)2 / CH₂Cl₂; dioxane / 4 h / 20 °C

3.1: BuLi / tetrahydrofuran / 0 °C

3.2: 70 percent / tetrahydrofuran / 0 - 20 °C

4.1: TiCl₄; Et₃N / CH₂Cl₂ / 0.5 h / -20 °C

4.2: 72 percent / TiCl₄ / CH₂Cl₂ / 4 h / 0 °C

5.1: aq. NaOH / methanol; tetrahydrofuran / 2.5 h / 20 °C

5.2: 95 percent / CDI / tetrahydrofuran / 48 h / 20 °C

With sodium hydroxide; n-butyllithium; oxalyl dichloride; titanium tetrachloride; sodium carbonate; triethylamine; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane;
DOI:10.1021/jm010816q

Reference yield:

: 4443-26-9
6-phthalimidohexanoic acid

: 357271-59-1
(S)-2-{[(benzyloxycarbonyl)amino]methyl}-6-[(N,N-phthalyl)amino]hexanoyl acid

Guidance literature:: Multi-step reaction with 4 steps

1.1: 92 percent / (COCl)2 / CH₂Cl₂; dioxane / 4 h / 20 °C

2.1: BuLi / tetrahydrofuran / 0 °C

2.2: 70 percent / tetrahydrofuran / 0 - 20 °C

3.1: TiCl₄; Et₃N / CH₂Cl₂ / 0.5 h / -20 °C

3.2: 72 percent / TiCl₄ / CH₂Cl₂ / 4 h / 0 °C

4.1: aq. NaOH / methanol; tetrahydrofuran / 2.5 h / 20 °C

4.2: 95 percent / CDI / tetrahydrofuran / 48 h / 20 °C

With sodium hydroxide; n-butyllithium; oxalyl dichloride; titanium tetrachloride; triethylamine; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane;
DOI:10.1021/jm010816q