phenylmethyl (1S,4S,6S)-4-(hydroxymethyl)-3-azabicyclo[4,1,0]heptane-3-carboxylate

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Chemical Name:phenylmethyl (1S,4S,6S)-4-(hydroxymethyl)-3-azabicyclo[4,1,0]heptane-3-carboxylate
CAS No.:1228188-08-6
Molecular Formula:C₁₅H₁₉NO₃
Molecular Weight:261.321
Hs Code.:

Synonyms:phenylmethyl (1S,4S,6S)-4-(hydroxymethyl)-3-azabicyclo[4,1,0]heptane-3-carboxylate

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Chemical Property of phenylmethyl (1S,4S,6S)-4-(hydroxymethyl)-3-azabicyclo[4,1,0]heptane-3-carboxylate

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Technology Process of phenylmethyl (1S,4S,6S)-4-(hydroxymethyl)-3-azabicyclo[4,1,0]heptane-3-carboxylate

There total 10 articles about phenylmethyl (1S,4S,6S)-4-(hydroxymethyl)-3-azabicyclo[4,1,0]heptane-3-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:

: 1228188-07-5
phenylmethyl (1S,4S,6S)-4-({[(1,1-dimethylethyl)(diphenyl)silyl]oxy}methyl)-3-azabicyclo[4,1,0]heptane-3-carboxylate

: 1228188-08-6
phenylmethyl (1S,4S,6S)-4-(hydroxymethyl)-3-azabicyclo[4,1,0]heptane-3-carboxylate

Guidance literature:: With pyridine; pyridine hydrogenfluoride; at 0 - 20 ℃;

Reference yield:

: 87219-29-2
benzyl (3S)-5-oxotetrahydro-3-furanylcarbamate

: 1228188-08-6
phenylmethyl (1S,4S,6S)-4-(hydroxymethyl)-3-azabicyclo[4,1,0]heptane-3-carboxylate

Guidance literature:: Multi-step reaction with 10 steps

1.1: caesium carbonate / water; acetone / 5 h / 20 °C

1.2: pH 2

2.1: 1H-imidazole / N,N-dimethyl-formamide / 15 h / 20 °C

3.1: O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 0.33 h / 20 °C

3.2: 0.5 h / 20 °C

4.1: diisobutylaluminium hydride / tetrahydrofuran; dichloromethane / -78 °C

5.1: sodium hydrogencarbonate; Dess-Martin periodane / dichloromethane / 4.5 h / 20 °C

6.1: 18-crown-6 ether; potassium hexamethylsilazane / tetrahydrofuran; toluene / -78 °C

6.2: -78 °C

7.1: diisobutylaluminium hydride / tetrahydrofuran; dichloromethane / -78 °C

8.1: diethylzinc; trifluoroacetic acid / hexane; dichloromethane / 0 °C

8.2: 0 - 20 °C

9.1: methanesulfonyl chloride; triethylamine / dichloromethane / 3 h

9.2: 0 - 20 °C

10.1: pyridine; pyridine hydrogenfluoride / 0 - 20 °C

With pyridine; 1H-imidazole; 18-crown-6 ether; diethylzinc; potassium hexamethylsilazane; diisobutylaluminium hydride; sodium hydrogencarbonate; caesium carbonate; Dess-Martin periodane; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; pyridine hydrogenfluoride; methanesulfonyl chloride; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In tetrahydrofuran; hexane; dichloromethane; water; N,N-dimethyl-formamide; acetone; toluene;

Reference yield:

: 1228188-00-8
methyl (3S)-4-{[(1,1-dimethylethyl)(diphenyl)silyl]oxy}-3-({[(phenylmethyl)oxy]carbonyl}amino)butanoate

: 1228188-08-6
phenylmethyl (1S,4S,6S)-4-(hydroxymethyl)-3-azabicyclo[4,1,0]heptane-3-carboxylate

Guidance literature:: Multi-step reaction with 6 steps

1.1: diisobutylaluminium hydride / tetrahydrofuran; dichloromethane / -78 °C

2.1: 18-crown-6 ether; potassium hexamethylsilazane / tetrahydrofuran; toluene / -78 °C

2.2: -78 °C

3.1: diisobutylaluminium hydride / tetrahydrofuran; dichloromethane / -78 °C

4.1: diethylzinc; trifluoroacetic acid / hexane; dichloromethane / 0 °C

4.2: 0 - 20 °C

5.1: methanesulfonyl chloride; triethylamine / dichloromethane / 3 h

5.2: 0 - 20 °C

6.1: pyridine; pyridine hydrogenfluoride / 0 - 20 °C

With pyridine; 18-crown-6 ether; diethylzinc; potassium hexamethylsilazane; diisobutylaluminium hydride; pyridine hydrogenfluoride; methanesulfonyl chloride; triethylamine; trifluoroacetic acid; In tetrahydrofuran; hexane; dichloromethane; toluene;