*,R^*)>-phenylmethyl 2-<<<1-<(2-amino-2-oxoethoxy)ethyl>-2-phenylethyl>amino>carbonyl>-1-pyrrolidinecarboxylate

Base Information

• Chemical Name: *,R^*)>-phenylmethyl 2-<<<1-<(2-amino-2-oxoethoxy)ethyl>-2-phenylethyl>amino>carbonyl>-1-pyrrolidinecarboxylate
• CAS No.: 101249-98-3
• Molecular Formula: C₂₄H₂₉N₃O₅
• Molecular Weight: 439.511

Synonyms:*,R^*)>-phenylmethyl 2-<<<1-<(2-amino-2-oxoethoxy)ethyl>-2-phenylethyl>amino>carbonyl>-1-pyrrolidinecarboxylate

Chemical Property of *,R^*)>-phenylmethyl 2-<<<1-<(2-amino-2-oxoethoxy)ethyl>-2-phenylethyl>amino>carbonyl>-1-pyrrolidinecarboxylate

Chemical Property:

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Technology Process of *,R^*)>-phenylmethyl 2-<<<1-<(2-amino-2-oxoethoxy)ethyl>-2-phenylethyl>amino>carbonyl>-1-pyrrolidinecarboxylate

There total 7 articles about *,R^*)>-phenylmethyl 2-<<<1-<(2-amino-2-oxoethoxy)ethyl>-2-phenylethyl>amino>carbonyl>-1-pyrrolidinecarboxylate 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:

L-Phenylalaninol (3182-95-4) → *,R*)>-phenylmethyl 2-<<<1-<(2-amino-2-oxoethoxy)ethyl>-2-phenylethyl>amino>carbonyl>-1-pyrrolidinecarboxylate (101249-98-3)

Guidance literature:

Multi-step reaction with 7 steps

1: NaOAc / acetone; H₂O / 2 h / Ambient temperature

2: NaH / tetrahydrofuran / 14 h / Ambient temperature

3: aq. HCl / 4 h / Heating

4: aq. NaOH / 1 h

5: 1.) methyl chloroformate, Et₃N, 2.) NH₃ / 1.) CH₂Cl₂, from -5 deg C to 0 deg C, 30 min, 2.) CH₂Cl₂, RT, 1 h

6: H₂ / 20percent Pd/C / methanol / 0.25 h

7: 1H-benzotriazol-1-ol (HOBT), DCC / CH₂Cl₂ / 14 h / Ambient temperature

With hydrogenchloride; sodium hydroxide; ammonia; hydrogen; sodium acetate; sodium hydride; benzotriazol-1-ol; triethylamine; methyl chloroformate; dicyclohexyl-carbodiimide; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; water; acetone;

DOI:10.1021/jm00156a012

Reference yield:

(S)-2-chloro-N-(1-hydroxy-3-phenylpropan-2-yl)acetamide (94193-78-9) → *,R*)>-phenylmethyl 2-<<<1-<(2-amino-2-oxoethoxy)ethyl>-2-phenylethyl>amino>carbonyl>-1-pyrrolidinecarboxylate (101249-98-3)

Guidance literature:

Multi-step reaction with 6 steps

1: NaH / tetrahydrofuran / 14 h / Ambient temperature

2: aq. HCl / 4 h / Heating

3: aq. NaOH / 1 h

4: 1.) methyl chloroformate, Et₃N, 2.) NH₃ / 1.) CH₂Cl₂, from -5 deg C to 0 deg C, 30 min, 2.) CH₂Cl₂, RT, 1 h

5: H₂ / 20percent Pd/C / methanol / 0.25 h

6: 1H-benzotriazol-1-ol (HOBT), DCC / CH₂Cl₂ / 14 h / Ambient temperature

With hydrogenchloride; sodium hydroxide; ammonia; hydrogen; sodium hydride; benzotriazol-1-ol; triethylamine; methyl chloroformate; dicyclohexyl-carbodiimide; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane;

DOI:10.1021/jm00156a012

Reference yield:

(S)-5-benzylmorpholin-3-one (101250-48-0) → *,R*)>-phenylmethyl 2-<<<1-<(2-amino-2-oxoethoxy)ethyl>-2-phenylethyl>amino>carbonyl>-1-pyrrolidinecarboxylate (101249-98-3)

Guidance literature:

Multi-step reaction with 5 steps

1: aq. HCl / 4 h / Heating

2: aq. NaOH / 1 h

3: 1.) methyl chloroformate, Et₃N, 2.) NH₃ / 1.) CH₂Cl₂, from -5 deg C to 0 deg C, 30 min, 2.) CH₂Cl₂, RT, 1 h

4: H₂ / 20percent Pd/C / methanol / 0.25 h

5: 1H-benzotriazol-1-ol (HOBT), DCC / CH₂Cl₂ / 14 h / Ambient temperature

With hydrogenchloride; sodium hydroxide; ammonia; hydrogen; benzotriazol-1-ol; triethylamine; methyl chloroformate; dicyclohexyl-carbodiimide; palladium on activated charcoal; In methanol; dichloromethane;

DOI:10.1021/jm00156a012

upstream raw materials:

N-Benzyloxycarbonyl-L-proline

L-Phenylalaninol

(S)-2-chloro-N-(1-hydroxy-3-phenylpropan-2-yl)acetamide

(S)-5-benzylmorpholin-3-one

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