1-tert-butyl 3-methyl (3R,5S)-5-{[(benzyloxy)carbonyl]amino}piperidine-1,3-dicarboxylate

Base Information

Chemical Name:1-tert-butyl 3-methyl (3R,5S)-5-{[(benzyloxy)carbonyl]amino}piperidine-1,3-dicarboxylate
CAS No.:1145747-61-0
Molecular Formula:C₂₀H₂₈N₂O₆
Molecular Weight:392.452
Hs Code.:

Synonyms:1-tert-butyl 3-methyl (3R,5S)-5-{[(benzyloxy)carbonyl]amino}piperidine-1,3-dicarboxylate

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Chemical Property of 1-tert-butyl 3-methyl (3R,5S)-5-{[(benzyloxy)carbonyl]amino}piperidine-1,3-dicarboxylate

Chemical Property:

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Technology Process of 1-tert-butyl 3-methyl (3R,5S)-5-{[(benzyloxy)carbonyl]amino}piperidine-1,3-dicarboxylate

There total 10 articles about 1-tert-butyl 3-methyl (3R,5S)-5-{[(benzyloxy)carbonyl]amino}piperidine-1,3-dicarboxylate 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: 73.0%

: (3S,5R)-1-(tert-butoxycarbonyl)-5-(methoxycarbonyl)piperidine-3-carboxylic acid

: 1145747-61-0
1-tert-butyl 3-methyl (3R,5S)-5-{[(benzyloxy)carbonyl]amino}piperidine-1,3-dicarboxylate

Guidance literature:: With diphenyl phosphoryl azide; triethylamine; In toluene; at 100 ℃; for 1h;
DOI:10.1016/j.bmc.2018.04.051

Reference yield:

: 100-51-6,185532-71-2
benzyl alcohol

: (3S,5R)-1-(tert-butoxycarbonyl)-5-(methoxycarbonyl)piperidine-3-carboxylic acid

: 1145747-61-0
1-tert-butyl 3-methyl (3R,5S)-5-{[(benzyloxy)carbonyl]amino}piperidine-1,3-dicarboxylate

Guidance literature:: (3S,5R)-1-(tert-butoxycarbonyl)-5-(methoxycarbonyl)piperidine-3-carboxylic acid; With diphenyl phosphoryl azide; triethylamine; In toluene; at 100 ℃; for 1h;

benzyl alcohol; With triethylamine; In toluene; at 10 - 80 ℃;

Reference yield:

: 4591-55-3
dimethyl pyridine-3,5-dicarboxylate

: 1145747-61-0
1-tert-butyl 3-methyl (3R,5S)-5-{[(benzyloxy)carbonyl]amino}piperidine-1,3-dicarboxylate

Guidance literature:: Multi-step reaction with 3 steps

1.1: hydrogen; acetic acid / 5% Rh/C / methanol; water / 15 h / 50 °C / 3800.26 Torr

1.2: 15 h / 10 - 35 °C

2.1: acetic anhydride / 3 h / Reflux

2.2: 7.5 h / -40 °C

3.1: diphenyl phosphoryl azide; triethylamine / toluene / 1 h / 100 °C

3.2: 10 - 80 °C

With diphenyl phosphoryl azide; hydrogen; acetic anhydride; acetic acid; triethylamine; 5% Rh/C; In methanol; water; toluene;