Methyl 1-acetyl-trans-4-fluoro-D-pyrrolidin-5-one-2-carboxylate

Base Information

• Chemical Name: Methyl 1-acetyl-trans-4-fluoro-D-pyrrolidin-5-one-2-carboxylate
• CAS No.: 149033-38-5
• Molecular Formula: C₈H₁₀FNO₄
• Molecular Weight: 203.17
• Mol file: 149033-38-5.mol

Synonyms:Methyl 1-acetyl-trans-4-fluoro-D-pyrrolidin-5-one-2-carboxylate

Chemical Property of Methyl 1-acetyl-trans-4-fluoro-D-pyrrolidin-5-one-2-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

Useful:

Technology Process of Methyl 1-acetyl-trans-4-fluoro-D-pyrrolidin-5-one-2-carboxylate

There total 1 articles about Methyl 1-acetyl-trans-4-fluoro-D-pyrrolidin-5-one-2-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:

1-benzyloxycarbonyl-4-keto-L-proline (64187-47-9) → Methyl 1-acetyl-trans-4-fluoro-D-pyrrolidin-5-one-2-carboxylate (149033-38-5)

Guidance literature:

Multi-step reaction with 4 steps

1: NaBH₄

2: HBr, AcOH

4: 1) DAST, 2) RuO₄

With sodium tetrahydroborate; ruthenium tetroxide; hydrogen bromide; acetic acid; 4,4'-diaminostilbene-2,2'-disulfonic acid;

DOI:10.1016/S0022-1139(00)83705-7

Reference yield: 55.0%

Methyl 1-acetyl-trans-4-fluoro-D-pyrrolidin-5-one-2-carboxylate (149033-38-5) → (-)-D-erythro-4-fluoroglutamic acid (132746-47-5,149117-03-3,91383-48-1,91383-47-0)

Guidance literature:

With hydrogenchloride; for 4h; Heating;

DOI:10.1016/S0040-4039(00)88500-7

Reference yield: 16.1%

Methyl 1-acetyl-trans-4-fluoro-D-pyrrolidin-5-one-2-carboxylate (149033-38-5) → (2S,4R)-L-erythro-4-fluoroglutamic acid (32563-24-9,149117-03-3,91383-48-1,91383-47-0)

Guidance literature:

With hydrogenchloride; for 4h; Heating;

DOI:10.1016/S0022-1139(00)80034-2

upstream raw materials:

1-benzyloxycarbonyl-4-keto-L-proline

Downstream raw materials:

(-)-D-erythro-4-fluoroglutamic acid

(2S,4R)-L-erythro-4-fluoroglutamic acid