2-(tert-butoxycarbonylamino-methyl)-pyrrolidine-1,2-dicarboxylic acid 1-benzyl ester

Base Information

Chemical Name:2-(tert-butoxycarbonylamino-methyl)-pyrrolidine-1,2-dicarboxylic acid 1-benzyl ester
CAS No.:914389-53-0
Molecular Formula:C₁₉H₂₆N₂O₆
Molecular Weight:378.425
Hs Code.:

2-(<i>tert</i>-butoxycarbonylamino-methyl)-pyrrolidine-1,2-dicarboxylic acid 1-benzyl ester

Synonyms:2-(tert-butoxycarbonylamino-methyl)-pyrrolidine-1,2-dicarboxylic acid 1-benzyl ester

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Chemical Property of 2-(tert-butoxycarbonylamino-methyl)-pyrrolidine-1,2-dicarboxylic acid 1-benzyl ester

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Technology Process of 2-(tert-butoxycarbonylamino-methyl)-pyrrolidine-1,2-dicarboxylic acid 1-benzyl ester

There total 8 articles about 2-(tert-butoxycarbonylamino-methyl)-pyrrolidine-1,2-dicarboxylic acid 1-benzyl ester 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: 87.0%

: 914389-51-8
(4R)-5-benzyloxycarbonyl-2-(tert-butoxycarbonyl)-2,5-diazaspiro[3,4]octan-1-one

: 914389-53-0
2-(tert-butoxycarbonylamino-methyl)-pyrrolidine-1,2-dicarboxylic acid 1-benzyl ester

Guidance literature:: With sodium hydroxide; In tetrahydrofuran;
DOI:10.1021/jo061189l

Reference yield:

: 2-oxomethylene-pyrrolidine-1-carboxylic acid benzyl ester

: 914389-53-0
2-(tert-butoxycarbonylamino-methyl)-pyrrolidine-1,2-dicarboxylic acid 1-benzyl ester

Guidance literature:: Multi-step reaction with 7 steps

1.1: BF₃*Et₂O / CH₂Cl₂ / 12 h / -40 - 20 °C

2.1: 98 percent / H₂ / Pd/C / ethyl acetate; methanol / 760 Torr

3.1: L-Boc-Phe-OH / ethyl acetate; hexane

3.2: aq. NaHCO₃ / CH₂Cl₂ / 0.17 h

4.1: 97 percent / NaHCO₃ / ethyl acetate; H₂O / 2 h / 20 °C

5.1: aq. CAN / acetonitrile / 0 °C

6.1: 0.652 g / DMAP / acetonitrile / 0 - 20 °C

7.1: 87 percent / aq. NaOH / tetrahydrofuran

With dmap; sodium hydroxide; ammonium cerium(IV) nitrate; N-tert-butoxycarbonyl-L-phenylalanine; boron trifluoride diethyl etherate; hydrogen; sodium hydrogencarbonate; palladium on activated charcoal; In tetrahydrofuran; methanol; hexane; dichloromethane; water; ethyl acetate; acetonitrile;
DOI:10.1021/jo061189l

Reference yield:

: 914389-32-5
(+/-)-5-benzyloxycarbonyl-2-(4-methoxyphenyl)-2,5-diazaspiro[3,4]octan-1-one

: 914389-53-0
2-(tert-butoxycarbonylamino-methyl)-pyrrolidine-1,2-dicarboxylic acid 1-benzyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: 98 percent / H₂ / Pd/C / ethyl acetate; methanol / 760 Torr

2.1: L-Boc-Phe-OH / ethyl acetate; hexane

2.2: aq. NaHCO₃ / CH₂Cl₂ / 0.17 h

3.1: 97 percent / NaHCO₃ / ethyl acetate; H₂O / 2 h / 20 °C

4.1: aq. CAN / acetonitrile / 0 °C

5.1: 0.652 g / DMAP / acetonitrile / 0 - 20 °C

6.1: 87 percent / aq. NaOH / tetrahydrofuran

With dmap; sodium hydroxide; ammonium cerium(IV) nitrate; N-tert-butoxycarbonyl-L-phenylalanine; hydrogen; sodium hydrogencarbonate; palladium on activated charcoal; In tetrahydrofuran; methanol; hexane; water; ethyl acetate; acetonitrile;
DOI:10.1021/jo061189l