4-(1'-((benzyloxy)carbonyl)-2'-(methoxycarbonyl)pyrrolidin-2'-yl)-2-aminobutanoic acid

Base Information

Chemical Name:4-(1'-((benzyloxy)carbonyl)-2'-(methoxycarbonyl)pyrrolidin-2'-yl)-2-aminobutanoic acid
CAS No.:1421067-19-7
Molecular Formula:C₁₈H₂₄N₂O₆
Molecular Weight:364.398
Hs Code.:

Synonyms:4-(1'-((benzyloxy)carbonyl)-2'-(methoxycarbonyl)pyrrolidin-2'-yl)-2-aminobutanoic acid

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Chemical Property of 4-(1'-((benzyloxy)carbonyl)-2'-(methoxycarbonyl)pyrrolidin-2'-yl)-2-aminobutanoic acid

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Technology Process of 4-(1'-((benzyloxy)carbonyl)-2'-(methoxycarbonyl)pyrrolidin-2'-yl)-2-aminobutanoic acid

There total 9 articles about 4-(1'-((benzyloxy)carbonyl)-2'-(methoxycarbonyl)pyrrolidin-2'-yl)-2-aminobutanoic 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: 40.0%

: di-tert-butyl 4-(2'-(1''-((benzyloxy)carbonyl)-2''-(methoxycarbonyl)pyrrolidin-2'-yl)ethyl)-2,5-dioxoimidazolidine-1,3-dicarboxylate

: 1421067-19-7
4-(1'-((benzyloxy)carbonyl)-2'-(methoxycarbonyl)pyrrolidin-2'-yl)-2-aminobutanoic acid

Guidance literature:: With potassium hydroxide; In tetrahydrofuran; water; at 20 ℃; for 20h;
DOI:10.1016/j.tet.2012.12.004

Reference yield:

: 501-53-1,94274-21-2
benzyl chloroformate

: 1421067-19-7
4-(1'-((benzyloxy)carbonyl)-2'-(methoxycarbonyl)pyrrolidin-2'-yl)-2-aminobutanoic acid

Guidance literature:: Multi-step reaction with 8 steps

1.1: sodium hydroxide / toluene / 0 - 20 °C / Inert atmosphere

2.1: sulfuric acid / 3 h / Reflux

3.1: lithium hexamethyldisilazane / tetrahydrofuran / -78 - 0 °C / Inert atmosphere

3.2: 12 h / 20 °C / Inert atmosphere

4.1: 2-Methyl-1-butene; borane-THF; sodium hydroxide; dihydrogen peroxide / tetrahydrofuran / -15 - 0 °C / Inert atmosphere

4.2: 0 - 20 °C

5.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / -78 °C

5.2: -78 - 20 °C

6.1: ammonium carbonate / methanol; water / Inert atmosphere

6.2: 84 h / 20 °C

7.1: dmap; triethylamine / tetrahydrofuran / 19 h / 20 °C

8.1: potassium hydroxide / tetrahydrofuran; water / 20 h / 20 °C

With dmap; borane-THF; oxalyl dichloride; sulfuric acid; dihydrogen peroxide; ammonium carbonate; 2-Methyl-1-butene; dimethyl sulfoxide; triethylamine; potassium hydroxide; sodium hydroxide; lithium hexamethyldisilazane; In tetrahydrofuran; methanol; dichloromethane; water; toluene; 5.1: |Swern Oxidation / 6.1: |Bucherer-Bergs Reaction;
DOI:10.1016/j.tet.2012.12.004

Reference yield:

: 108645-62-1
N-benzyloxycarbonylproline methyl ester

: 1421067-19-7
4-(1'-((benzyloxy)carbonyl)-2'-(methoxycarbonyl)pyrrolidin-2'-yl)-2-aminobutanoic acid

Guidance literature:: Multi-step reaction with 6 steps

1.1: lithium hexamethyldisilazane / tetrahydrofuran / -78 - 0 °C / Inert atmosphere

1.2: 12 h / 20 °C / Inert atmosphere

2.1: 2-Methyl-1-butene; borane-THF; sodium hydroxide; dihydrogen peroxide / tetrahydrofuran / -15 - 0 °C / Inert atmosphere

2.2: 0 - 20 °C

3.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / -78 °C

3.2: -78 - 20 °C

4.1: ammonium carbonate / methanol; water / Inert atmosphere

4.2: 84 h / 20 °C

5.1: dmap; triethylamine / tetrahydrofuran / 19 h / 20 °C

6.1: potassium hydroxide / tetrahydrofuran; water / 20 h / 20 °C

With dmap; borane-THF; oxalyl dichloride; dihydrogen peroxide; ammonium carbonate; 2-Methyl-1-butene; dimethyl sulfoxide; triethylamine; potassium hydroxide; sodium hydroxide; lithium hexamethyldisilazane; In tetrahydrofuran; methanol; dichloromethane; water; 3.1: |Swern Oxidation / 4.1: |Bucherer-Bergs Reaction;
DOI:10.1016/j.tet.2012.12.004