((2R,4S)-4-Methyl-5-oxo-tetrahydro-furan-2-ylmethyl)-carbamic acid benzyl ester

Base Information

Chemical Name:((2R,4S)-4-Methyl-5-oxo-tetrahydro-furan-2-ylmethyl)-carbamic acid benzyl ester
CAS No.:213964-87-5
Molecular Formula:C₁₄H₁₇NO₄
Molecular Weight:263.293
Hs Code.:

Synonyms:((2R,4S)-4-Methyl-5-oxo-tetrahydro-furan-2-ylmethyl)-carbamic acid benzyl ester

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Chemical Property of ((2R,4S)-4-Methyl-5-oxo-tetrahydro-furan-2-ylmethyl)-carbamic acid benzyl ester

Chemical Property:

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Technology Process of ((2R,4S)-4-Methyl-5-oxo-tetrahydro-furan-2-ylmethyl)-carbamic acid benzyl ester

There total 9 articles about ((2R,4S)-4-Methyl-5-oxo-tetrahydro-furan-2-ylmethyl)-carbamic acid benzyl 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:

: 53558-93-3
(R)-tetrahydro-5-oxo-2-furancarboxylic acid

: 213964-87-5
((2R,4S)-4-Methyl-5-oxo-tetrahydro-furan-2-ylmethyl)-carbamic acid benzyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: BH₃*SMe₂ / tetrahydrofuran

2: imidazole / dimethylformamide

3: LDA / tetrahydrofuran / -78 °C

4: TBAF / tetrahydrofuran / 1 h / Ambient temperature

5: Et₃N / CH₂Cl₂ / 1 h / Ambient temperature

6: NaN₃ / dimethylformamide / 2 h / 90 °C

7: H₂ / Pd/C / tetrahydrofuran / 2 h / Ambient temperature

8: Et₃N / tetrahydrofuran

With 1H-imidazole; sodium azide; dimethylsulfide borane complex; tetrabutyl ammonium fluoride; hydrogen; triethylamine; lithium diisopropyl amide; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(98)01284-2

Reference yield:

: 52813-63-5
(5R)-2,3,4,5-tetrahydro-5-hydroxymethyl-2-furanone

: 213964-87-5
((2R,4S)-4-Methyl-5-oxo-tetrahydro-furan-2-ylmethyl)-carbamic acid benzyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: imidazole / dimethylformamide

2: LDA / tetrahydrofuran / -78 °C

3: TBAF / tetrahydrofuran / 1 h / Ambient temperature

4: Et₃N / CH₂Cl₂ / 1 h / Ambient temperature

5: NaN₃ / dimethylformamide / 2 h / 90 °C

6: H₂ / Pd/C / tetrahydrofuran / 2 h / Ambient temperature

7: Et₃N / tetrahydrofuran

With 1H-imidazole; sodium azide; tetrabutyl ammonium fluoride; hydrogen; triethylamine; lithium diisopropyl amide; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(98)01284-2

Reference yield:

: 6893-26-1,21675-62-7,23009-64-5,25104-13-6,84960-48-5,25513-46-6
D-Glutamic acid

: 213964-87-5
((2R,4S)-4-Methyl-5-oxo-tetrahydro-furan-2-ylmethyl)-carbamic acid benzyl ester

Guidance literature:: Multi-step reaction with 9 steps

1: NaNO₂ / H₂O

2: BH₃*SMe₂ / tetrahydrofuran

3: imidazole / dimethylformamide

4: LDA / tetrahydrofuran / -78 °C

5: TBAF / tetrahydrofuran / 1 h / Ambient temperature

6: Et₃N / CH₂Cl₂ / 1 h / Ambient temperature

7: NaN₃ / dimethylformamide / 2 h / 90 °C

8: H₂ / Pd/C / tetrahydrofuran / 2 h / Ambient temperature

9: Et₃N / tetrahydrofuran

With 1H-imidazole; sodium azide; dimethylsulfide borane complex; tetrabutyl ammonium fluoride; hydrogen; triethylamine; lithium diisopropyl amide; sodium nitrite; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(98)01284-2