Methyl (S) - 4 - Methylene - 1 - (benzyloxycarbonyl)pyrrolidine carboxylate

Base Information

• Chemical Name: Methyl (S) - 4 - Methylene - 1 - (benzyloxycarbonyl)pyrrolidine carboxylate
• CAS No.: 200184-60-7
• Molecular Formula: C15H17NO4
• Molecular Weight: 275.304
• Mol file: 200184-60-7.mol

Synonyms:5-aza-spiro[2.4]heptane-5,6-dicarboxylic acid 5-benzyl ester 6-methyl ester;methyl (S)-4-methylene-1-(benzyloxycarbonyl)pyrrolidine carboxylate;(S)-1-Benzyloxycarbonyl-4-methylideneproline methyl ester;(S)-1-benzyl 2-methyl 4-methylenepyrrolidine-1,2-dicarboxylate;

Chemical Property of Methyl (S) - 4 - Methylene - 1 - (benzyloxycarbonyl)pyrrolidine carboxylate

Chemical Property:

• Boiling Point: 386.0±42.0 °C(Predicted)
• PKA: -3.61±0.40(Predicted)
• PSA: 55.84000
• Density: 1.20±0.1 g/cm3(Predicted)
• LogP: 2.06460

Purity/Quality:

98%,99%, ^*data from raw suppliers

(S)-1-Benzyl2-methyl4-methylenepyrrolidine-1,2-dicarboxylate 97% ^*data from reagent suppliers

Safty Information:

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MSDS Files:

Useful:

Technology Process of Methyl (S) - 4 - Methylene - 1 - (benzyloxycarbonyl)pyrrolidine carboxylate

There total 10 articles about Methyl (S) - 4 - Methylene - 1 - (benzyloxycarbonyl)pyrrolidine 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: 81.0%

1-benzyloxycarbonyl-4-oxo-L-proline methyl ester (16217-15-5) + 1,1-dibromomethane (74-95-3) → (S)-N-benzyloxycarbonyl-4-methylenepyrrolidine-2-carboxylic acid methyl ester (200184-60-7)

Guidance literature:

1-benzyloxycarbonyl-4-oxo-L-proline methyl ester; With zinc; zirconocene dichloride; In tetrahydrofuran; at 20 ℃; Inert atmosphere;

1,1-dibromomethane; In tetrahydrofuran; at 20 - 30 ℃; Inert atmosphere;

Reference yield: 72.0%

Methyltriphenylphosphonium bromide (1779-49-3) + 1-benzyloxycarbonyl-4-oxo-L-proline methyl ester (16217-15-5) → (S)-N-benzyloxycarbonyl-4-methylenepyrrolidine-2-carboxylic acid methyl ester (200184-60-7)

Guidance literature:

With potassium tert-butylate; In diethyl ether; at 35 ℃; for 3h;

Reference yield: 72.0%

1-benzyloxycarbonyl-4-oxo-L-proline methyl ester (16217-15-5) → (S)-N-benzyloxycarbonyl-4-methylenepyrrolidine-2-carboxylic acid methyl ester (200184-60-7)

Guidance literature:

With potassium tert-butylate; Methyltriphenylphosphonium bromide; In diethyl ether; at 5 - 35 ℃; for 3.41667h;

upstream raw materials:

Methyltriphenylphosphonium bromide

1-benzyloxycarbonyl-4-oxo-L-proline methyl ester

1,1-dibromomethane

methanol

Downstream raw materials:

(2S,4R)-1-benzyl 2-methyl 4-hydroxy-4-(hydroxymethyl)pyrrolidine-1,2-dicarboxylate

(S)-5-((benzyloxy)carbonyl)-5-azaspiro[2.4]heptane-6-carboxylic acid

(S)-N-benzyloxycarbonyl-5-azaspiro[2.4]heptane-6-carboxylic acid methyl ester

C₁₅H₁₉NO₆