Carbonic acid (1S,4R)-4-benzyloxymethyl-cyclopent-2-enyl ester ethyl ester

Base Information

Chemical Name:Carbonic acid (1S,4R)-4-benzyloxymethyl-cyclopent-2-enyl ester ethyl ester
CAS No.:267411-97-2
Molecular Formula:C₁₆H₂₀O₄
Molecular Weight:276.332
Hs Code.:

Synonyms:Carbonic acid (1S,4R)-4-benzyloxymethyl-cyclopent-2-enyl ester ethyl ester

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Chemical Property of Carbonic acid (1S,4R)-4-benzyloxymethyl-cyclopent-2-enyl ester ethyl ester

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Technology Process of Carbonic acid (1S,4R)-4-benzyloxymethyl-cyclopent-2-enyl ester ethyl ester

There total 5 articles about Carbonic acid (1S,4R)-4-benzyloxymethyl-cyclopent-2-enyl ester ethyl 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: 87.0%

: 541-41-3
chloroformic acid ethyl ester

: 261511-22-2
(1S)-cis-4-Benzyloxymethylcyclopent-2-en-1-ol

: 267411-97-2
Carbonic acid (1S,4R)-4-benzyloxymethyl-cyclopent-2-enyl ester ethyl ester

Guidance literature:: With pyridine; In dichloromethane; for 0.333333h;
DOI:10.1021/jo9919759

Reference yield:

: 267411-95-0
(4S,5R)-3-((S)-2-Benzyloxymethyl-4-oxo-cyclopent-2-enyl)-4,5-diphenyl-oxazolidin-2-one

: 267411-97-2
Carbonic acid (1S,4R)-4-benzyloxymethyl-cyclopent-2-enyl ester ethyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 77 percent / H₂ / [Rh(COD)dppb]BF₄ / dimethylformamide / 18.5 h / 4137.29 Torr

2: LDA / tetrahydrofuran; hexane / 0.25 h / 0 °C

3: 55.4 mg / DIBAL / tetrahydrofuran / -78 - 0 °C

4: 87 percent / pyridine / CH₂Cl₂ / 0.33 h

With pyridine; hydrogen; diisobutylaluminium hydride; lithium diisopropyl amide; [Rh(COD)(DPPB)]BF₄; In tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide; 1: Catalytic hydrogenation / 2: Elimination / 3: Reduction / 4: Condensation;
DOI:10.1021/jo9919759

Reference yield:

: 267411-98-3
(4S,5R)-3-((1S,2S)-2-Benzyloxymethyl-2-ethoxy-4-oxo-cyclopentyl)-4,5-diphenyl-oxazolidin-2-one

: 267411-97-2
Carbonic acid (1S,4R)-4-benzyloxymethyl-cyclopent-2-enyl ester ethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 96 percent / Li₂CO₃ / methanol / 2.5 h

2: 77 percent / H₂ / [Rh(COD)dppb]BF₄ / dimethylformamide / 18.5 h / 4137.29 Torr

3: LDA / tetrahydrofuran; hexane / 0.25 h / 0 °C

4: 55.4 mg / DIBAL / tetrahydrofuran / -78 - 0 °C

5: 87 percent / pyridine / CH₂Cl₂ / 0.33 h

With pyridine; hydrogen; lithium carbonate; diisobutylaluminium hydride; lithium diisopropyl amide; [Rh(COD)(DPPB)]BF₄; In tetrahydrofuran; methanol; hexane; dichloromethane; N,N-dimethyl-formamide; 1: Elimination / 2: Catalytic hydrogenation / 3: Elimination / 4: Reduction / 5: Condensation;
DOI:10.1021/jo9919759