benzyl (3R,5S)-5-formyl-3-{[(Z)-1-trimethylsilyl-1-buten-4-yl]carbamoyl}piperidine-1-carboxylate

Base Information

Chemical Name:benzyl (3R,5S)-5-formyl-3-{[(Z)-1-trimethylsilyl-1-buten-4-yl]carbamoyl}piperidine-1-carboxylate
CAS No.:343565-25-3
Molecular Formula:C₂₂H₃₂N₂O₄Si
Molecular Weight:416.593
Hs Code.:

Synonyms:benzyl (3R,5S)-5-formyl-3-{[(Z)-1-trimethylsilyl-1-buten-4-yl]carbamoyl}piperidine-1-carboxylate

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Chemical Property of benzyl (3R,5S)-5-formyl-3-{[(Z)-1-trimethylsilyl-1-buten-4-yl]carbamoyl}piperidine-1-carboxylate

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Technology Process of benzyl (3R,5S)-5-formyl-3-{[(Z)-1-trimethylsilyl-1-buten-4-yl]carbamoyl}piperidine-1-carboxylate

There total 7 articles about benzyl (3R,5S)-5-formyl-3-{[(Z)-1-trimethylsilyl-1-buten-4-yl]carbamoyl}piperidine-1-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: 62.0%

: 343565-24-2
benzyl (3R,5S)-5-hydroxymethyl-3-{[(Z)-1-trimethylsilyl-1-buten-4-yl]carbamoyl}piperidine-1-carboxylate

: 343565-25-3
benzyl (3R,5S)-5-formyl-3-{[(Z)-1-trimethylsilyl-1-buten-4-yl]carbamoyl}piperidine-1-carboxylate

: 343565-19-5
(1R,4ξ,5S)-7-benzyloxycarbonyl-4-hydroxy-3-[(Z)-1-trimethylsilyl-1-buten-4-yl]-3,7-diazabicyclo[3.3.1]nonan-2-one

Guidance literature:: With Dess-Martin periodane; In dichloromethane; at 20 ℃; for 20h;
DOI:10.1002/1099-0690(200104)2001:7<1377::aid-ejoc1377>3.3.co;2-6

Reference yield:

: 109720-67-4
(Z)-4-(trimethylsilyl)-3-buten-1-ylamine

: 343565-25-3
benzyl (3R,5S)-5-formyl-3-{[(Z)-1-trimethylsilyl-1-buten-4-yl]carbamoyl}piperidine-1-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: 85 percent / DCC; HOBt / acetonitrile / 12 h / 25 °C

2: 98 percent / NaOH / methanol / 24 h / 20 °C

3: 62 percent / Dess-Martin periodinane / CH₂Cl₂ / 20 h / 20 °C

With sodium hydroxide; benzotriazol-1-ol; Dess-Martin periodane; dicyclohexyl-carbodiimide; In methanol; dichloromethane; acetonitrile;
DOI:10.1002/1099-0690(200104)2001:7<1377::aid-ejoc1377>3.3.co;2-6

Reference yield:

: 87682-62-0
(Z)-4-(trimethylsilyl)but-3-enyl 4-methylbenzene sulfonate

: 343565-25-3
benzyl (3R,5S)-5-formyl-3-{[(Z)-1-trimethylsilyl-1-buten-4-yl]carbamoyl}piperidine-1-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1: 63 percent / liq. NH₃ / tetrahydrofuran / 24 h / 20 °C / in sealed tube

2: 85 percent / DCC; HOBt / acetonitrile / 12 h / 25 °C

3: 98 percent / NaOH / methanol / 24 h / 20 °C

4: 62 percent / Dess-Martin periodinane / CH₂Cl₂ / 20 h / 20 °C

With sodium hydroxide; ammonia; benzotriazol-1-ol; Dess-Martin periodane; dicyclohexyl-carbodiimide; In tetrahydrofuran; methanol; dichloromethane; acetonitrile;
DOI:10.1002/1099-0690(200104)2001:7<1377::aid-ejoc1377>3.3.co;2-6