3R,5S-3-Benzyl-5-(N-tert-butoxycarbonyl)aminomethyl-4,5-dihydro-2(3H)-furanon

Base Information

Chemical Name:3R,5S-3-Benzyl-5-(N-tert-butoxycarbonyl)aminomethyl-4,5-dihydro-2(3H)-furanon
CAS No.:155720-19-7
Molecular Formula:C₁₇H₂₃NO₄
Molecular Weight:305.374
Hs Code.:

Synonyms:3R,5S-3-Benzyl-5-(N-tert-butoxycarbonyl)aminomethyl-4,5-dihydro-2(3H)-furanon

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 3R,5S-3-Benzyl-5-(N-tert-butoxycarbonyl)aminomethyl-4,5-dihydro-2(3H)-furanon

Chemical Property:

Purity/Quality:: 95-3092%min ^*data from raw suppliers

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Technology Process of 3R,5S-3-Benzyl-5-(N-tert-butoxycarbonyl)aminomethyl-4,5-dihydro-2(3H)-furanon

There total 5 articles about 3R,5S-3-Benzyl-5-(N-tert-butoxycarbonyl)aminomethyl-4,5-dihydro-2(3H)-furanon 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: 62.0%

: 24424-99-5
di-tert-butyl dicarbonate

: 155720-17-5
3R,5S-5-Azidomethyl-3-benzyl-4,5-dihydro-2(3H)-furanon

: 155720-19-7
3R,5S-3-Benzyl-5-(N-tert-butoxycarbonyl)aminomethyl-4,5-dihydro-2(3H)-furanon

Guidance literature:: With hydrogen; palladium on activated charcoal; In methanol; for 5h; under 7500.6 Torr; Ambient temperature;
DOI:10.1002/ardp.19943270108

Reference yield:

: 32780-06-6
(5S)-5-(hydroxymethyl)-2-oxo-tetrahydrofuran

: 155720-19-7
3R,5S-3-Benzyl-5-(N-tert-butoxycarbonyl)aminomethyl-4,5-dihydro-2(3H)-furanon

Guidance literature:: Multi-step reaction with 6 steps

1: imidazole

2: 1.) i-Pr₂NLi / 1.) THF, -78 deg C, 1 h, 2.) THF, 2 h

3: 69 percent / CF₃COOH / H₂O / 4 h / Ambient temperature

4: 75 percent / triethylamine / CH₂Cl₂ / 1.) -30 deg C, 5 min, 2.) r.t., 2 h

5: 87 percent / NaN₃, 15-crown-5 / acetonitrile / 15 h / Heating

6: 62 percent / H₂ / 10percent Pd/C / methanol / 5 h / 7500.6 Torr / Ambient temperature

With 1H-imidazole; sodium azide; 15-crown-5; hydrogen; triethylamine; trifluoroacetic acid; lithium diisopropyl amide; palladium on activated charcoal; In methanol; dichloromethane; water; acetonitrile;
DOI:10.1002/ardp.19943270108

Reference yield:

: 102717-29-3
(5S)-5-({[tert-butyl(diphenyl)silyl]oxy}methyl)dihydrofuran-2(3H)-one

: 155720-19-7
3R,5S-3-Benzyl-5-(N-tert-butoxycarbonyl)aminomethyl-4,5-dihydro-2(3H)-furanon

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) i-Pr₂NLi / 1.) THF, -78 deg C, 1 h, 2.) THF, 2 h

2: 69 percent / CF₃COOH / H₂O / 4 h / Ambient temperature

3: 75 percent / triethylamine / CH₂Cl₂ / 1.) -30 deg C, 5 min, 2.) r.t., 2 h

4: 87 percent / NaN₃, 15-crown-5 / acetonitrile / 15 h / Heating

5: 62 percent / H₂ / 10percent Pd/C / methanol / 5 h / 7500.6 Torr / Ambient temperature

With sodium azide; 15-crown-5; hydrogen; triethylamine; trifluoroacetic acid; lithium diisopropyl amide; palladium on activated charcoal; In methanol; dichloromethane; water; acetonitrile;
DOI:10.1002/ardp.19943270108