benzyl (2R,3S)-3-amino-2-(2-methoxy-1,1-dimethyl-2-oxoethyl)pyrrolidine-1-carboxylate

Base Information

• Chemical Name: benzyl (2R,3S)-3-amino-2-(2-methoxy-1,1-dimethyl-2-oxoethyl)pyrrolidine-1-carboxylate
• CAS No.: 488748-67-0
• Molecular Formula: C₁₇H₂₄N₂O₄
• Molecular Weight: 320.389

Synonyms:benzyl (2R,3S)-3-amino-2-(2-methoxy-1,1-dimethyl-2-oxoethyl)pyrrolidine-1-carboxylate

Chemical Property of benzyl (2R,3S)-3-amino-2-(2-methoxy-1,1-dimethyl-2-oxoethyl)pyrrolidine-1-carboxylate

Chemical Property:

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Technology Process of benzyl (2R,3S)-3-amino-2-(2-methoxy-1,1-dimethyl-2-oxoethyl)pyrrolidine-1-carboxylate

There total 2 articles about benzyl (2R,3S)-3-amino-2-(2-methoxy-1,1-dimethyl-2-oxoethyl)pyrrolidine-1-carboxylate 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: 65.0%

benzyl (2R,3S)-2-(2-methoxy-1,1-dimethyl-2-oxoethyl)-3-[(trifluoroacetyl)amino]pyrrolidine-1-carboxylate (488748-62-5) → benzyl (2R,3S)-3-amino-2-(2-methoxy-1,1-dimethyl-2-oxoethyl)pyrrolidine-1-carboxylate (488748-67-0)

Guidance literature:

With potassium carbonate; In ethanol; water; at 70 ℃;

DOI:10.1021/ol027013x

Reference yield:

(S)-2-Methoxy-3-(2,2,2-trifluoro-acetylamino)-pyrrolidine-1-carboxylic acid benzyl ester (214337-59-4) → benzyl (2R,3S)-3-amino-2-(2-methoxy-1,1-dimethyl-2-oxoethyl)pyrrolidine-1-carboxylate (488748-67-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 100 percent / BF₃*Et₂O / CH₂Cl₂ / 0 °C

2: 65 percent / K₂CO₃ / ethanol; H₂O / 70 °C

With boron trifluoride diethyl etherate; potassium carbonate; In ethanol; dichloromethane; water;

DOI:10.1021/ol027013x

Reference yield: 90.0%

benzyl (2R,3S)-3-amino-2-(2-methoxy-1,1-dimethyl-2-oxoethyl)pyrrolidine-1-carboxylate (488748-67-0) → benzyl (3aS,6aR)-6,6-dimethyl-5-oxohexahydropyrrolo[3,2-b]pyrrole-1(2H)-carboxylate (488748-73-8)

Guidance literature:

With tert-butylmagnesium chloride; In tetrahydrofuran; at 20 ℃;

DOI:10.1021/ol027013x

upstream raw materials:

benzyl (2R,3S)-2-(2-methoxy-1,1-dimethyl-2-oxoethyl)-3-[(trifluoroacetyl)amino]pyrrolidine-1-carboxylate

(S)-2-Methoxy-3-(2,2,2-trifluoro-acetylamino)-pyrrolidine-1-carboxylic acid benzyl ester

Downstream raw materials:

benzyl (3aS,6aR)-6,6-dimethyl-5-oxohexahydropyrrolo[3,2-b]pyrrole-1(2H)-carboxylate

benzyl (3aS,6aR)-4-(cyclopropylcarbonyl)-6,6-dimethyl-5-oxohexahydropyrrolo[3,2-b]pyrrole-1(2H)-carboxylate

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