(S)-benzyl [2-(2-(2-(1,3-dioxoisoindolin-2-yl)ethyl)-1,3-dioxan-2-yl)-1-phenylethyl]carbamate

Base Information

Chemical Name:(S)-benzyl [2-(2-(2-(1,3-dioxoisoindolin-2-yl)ethyl)-1,3-dioxan-2-yl)-1-phenylethyl]carbamate
CAS No.:1419075-39-0
Molecular Formula:C₃₀H₃₀N₂O₆
Molecular Weight:514.578
Hs Code.:

Synonyms:(S)-benzyl [2-(2-(2-(1,3-dioxoisoindolin-2-yl)ethyl)-1,3-dioxan-2-yl)-1-phenylethyl]carbamate

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Chemical Property of (S)-benzyl [2-(2-(2-(1,3-dioxoisoindolin-2-yl)ethyl)-1,3-dioxan-2-yl)-1-phenylethyl]carbamate

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Technology Process of (S)-benzyl [2-(2-(2-(1,3-dioxoisoindolin-2-yl)ethyl)-1,3-dioxan-2-yl)-1-phenylethyl]carbamate

There total 7 articles about (S)-benzyl [2-(2-(2-(1,3-dioxoisoindolin-2-yl)ethyl)-1,3-dioxan-2-yl)-1-phenylethyl]carbamate 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%

: 1419075-37-8
(S)-benzyl [5-(1,3-dioxoisoindolin-2-yl)-3-oxo-1-phenylpentyl]carbamate

: 504-63-2
trimethyleneglycol

: 1419075-39-0
(S)-benzyl [2-(2-(2-(1,3-dioxoisoindolin-2-yl)ethyl)-1,3-dioxan-2-yl)-1-phenylethyl]carbamate

Guidance literature:: With toluene-4-sulfonic acid; trimethyl orthoformate; In dichloromethane; at 20 ℃; for 18h;
DOI:10.1002/ejoc.201200919

Reference yield:

: 32975-59-0
methyl (S)-β-[[(phenylmethoxy)carbonyl]amino]-benzenepropanoate

: 1419075-39-0
(S)-benzyl [2-(2-(2-(1,3-dioxoisoindolin-2-yl)ethyl)-1,3-dioxan-2-yl)-1-phenylethyl]carbamate

Guidance literature:: Multi-step reaction with 5 steps

1.1: sodium hydroxide / methanol; water / 16 h / 20 °C

2.1: 1,1'-carbonyldiimidazole / dichloromethane / 0.5 h / 20 °C

2.2: 18 h / 20 °C

3.1: tetrahydrofuran / 0.33 h / 0 °C

4.1: N-benzyl-trimethylammonium hydroxide / ethyl acetate / 16 h / Reflux

5.1: toluene-4-sulfonic acid; trimethyl orthoformate / dichloromethane / 18 h / 20 °C

With N-benzyl-trimethylammonium hydroxide; toluene-4-sulfonic acid; 1,1'-carbonyldiimidazole; sodium hydroxide; trimethyl orthoformate; In tetrahydrofuran; methanol; dichloromethane; water; ethyl acetate;
DOI:10.1002/ejoc.201200919

Reference yield:

: 159173-92-9
methyl (3S,αR)-3-(N-benzyl-N-α-methylbenzylamino)-3-phenylpropanoate

: 1419075-39-0
(S)-benzyl [2-(2-(2-(1,3-dioxoisoindolin-2-yl)ethyl)-1,3-dioxan-2-yl)-1-phenylethyl]carbamate

Guidance literature:: Multi-step reaction with 7 steps

1.1: 10 wt% Pd(OH)2 on carbon; hydrogen / methanol / 144 h / 3102.97 Torr

2.1: sodium carbonate / dichloromethane; water / 16 h / 20 °C

3.1: sodium hydroxide / methanol; water / 16 h / 20 °C

4.1: 1,1'-carbonyldiimidazole / dichloromethane / 0.5 h / 20 °C

4.2: 18 h / 20 °C

5.1: tetrahydrofuran / 0.33 h / 0 °C

6.1: N-benzyl-trimethylammonium hydroxide / ethyl acetate / 16 h / Reflux

7.1: toluene-4-sulfonic acid; trimethyl orthoformate / dichloromethane / 18 h / 20 °C

With 10 wt% Pd(OH)2 on carbon; hydrogen; N-benzyl-trimethylammonium hydroxide; sodium carbonate; toluene-4-sulfonic acid; 1,1'-carbonyldiimidazole; sodium hydroxide; trimethyl orthoformate; In tetrahydrofuran; methanol; dichloromethane; water; ethyl acetate;
DOI:10.1002/ejoc.201200919