*,R^*)>-2-<<<1-Formyl-2-methylpropyl>amino>carbonyl>-1-pyrrolidinecarboxylic acid phenylmethyl ester

Base Information

• Chemical Name: *,R^*)>-2-<<<1-Formyl-2-methylpropyl>amino>carbonyl>-1-pyrrolidinecarboxylic acid phenylmethyl ester
• CAS No.: 109522-66-9
• Molecular Formula: C₁₈H₂₄N₂O₄
• Molecular Weight: 332.4

Synonyms:*,R^*)>-2-<<<1-Formyl-2-methylpropyl>amino>carbonyl>-1-pyrrolidinecarboxylic acid phenylmethyl ester

Chemical Property of *,R^*)>-2-<<<1-Formyl-2-methylpropyl>amino>carbonyl>-1-pyrrolidinecarboxylic acid phenylmethyl ester

Chemical Property:

Purity/Quality:

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Technology Process of *,R^*)>-2-<<<1-Formyl-2-methylpropyl>amino>carbonyl>-1-pyrrolidinecarboxylic acid phenylmethyl ester

There total 3 articles about *,R^*)>-2-<<<1-Formyl-2-methylpropyl>amino>carbonyl>-1-pyrrolidinecarboxylic acid phenylmethyl 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: 100.0%

*,R*)>-2-<<<1-(Hydroxymethyl)-2-methylpropyl>amino>carbonyl>-1-pyrrolidinecarboxylic acid phenylmethyl ester (95924-70-2) → *,R*)>-2-<<<1-Formyl-2-methylpropyl>amino>carbonyl>-1-pyrrolidinecarboxylic acid phenylmethyl ester (109522-66-9)

Guidance literature:

With oxalyl dichloride; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; In dichloromethane; 1.) -25 deg C, 1 h; 2.) -40 deg C -> room temp.;

DOI:10.1021/ja00191a039

Reference yield:

(S)-valinol (2026-48-4,473-75-6) → *,R*)>-2-<<<1-Formyl-2-methylpropyl>amino>carbonyl>-1-pyrrolidinecarboxylic acid phenylmethyl ester (109522-66-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) N-methylmorpholine, isobutyl chloroformate / 1.) THF, -20 deg C, 15 min; 2.) -40 deg C -> room temp.

2: 100 percent / 1.) oxalyl chloride, DMSO; 2.) diisopropylethylamine / CH₂Cl₂ / 1.) -25 deg C, 1 h; 2.) -40 deg C -> room temp.

With 4-methyl-morpholine; oxalyl dichloride; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; isobutyl chloroformate; In dichloromethane;

DOI:10.1021/ja00191a039

Reference yield:

N-Benzyloxycarbonyl-L-proline (1148-11-4) → *,R*)>-2-<<<1-Formyl-2-methylpropyl>amino>carbonyl>-1-pyrrolidinecarboxylic acid phenylmethyl ester (109522-66-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) N-methylmorpholine, isobutyl chloroformate / 1.) THF, -20 deg C, 15 min; 2.) -40 deg C -> room temp.

2: 100 percent / 1.) oxalyl chloride, DMSO; 2.) diisopropylethylamine / CH₂Cl₂ / 1.) -25 deg C, 1 h; 2.) -40 deg C -> room temp.

With 4-methyl-morpholine; oxalyl dichloride; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; isobutyl chloroformate; In dichloromethane;

DOI:10.1021/ja00191a039

upstream raw materials:

*,R^*)>-2-<<<1-(Hydroxymethyl)-2-methylpropyl>amino>carbonyl>-1-pyrrolidinecarboxylic acid phenylmethyl ester

(S)-valinol

N-Benzyloxycarbonyl-L-proline

Downstream raw materials:

2-<<<3,3-Difluoro-2-hydroxy-1-(1-methylethyl)-4-(ethoxy-4-oxobutyl)>amino>carbonyl>-1-pyrrolidinecarboxylic acid phenylmethyl ester

N-<3,3-Difluoro-2-hydroxy-1-(1-methylethyl)-4-oxo-4-<(2-phenylethyl)amino>butyl>-2-pyrrolidinecarboxamide

N-Acetyl-L-alanyl-N-<3,3-difluoro-2-hydroxy-1-(1-methylethyl)-4-oxo-4-<(2-phenylethyl)amino>butyl>-L-prolinamide

(S)-N-Acetyl-L-alanyl-N-<3,3-difluoro-1-(1-methylethyl)-2,4-dioxo-4-<(2-phenylethyl)amino>butyl>-L-prolinamide

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