tert-butyl (3S,5R)-3-{[(benzyloxy)carbonyl]amino}-5-[(morpholin-4-yl)carbonyl]piperidine-1-carboxylate

Base Information

Chemical Name:tert-butyl (3S,5R)-3-{[(benzyloxy)carbonyl]amino}-5-[(morpholin-4-yl)carbonyl]piperidine-1-carboxylate
CAS No.:1145747-63-2
Molecular Formula:C₂₃H₃₃N₃O₆
Molecular Weight:447.532
Hs Code.:

Synonyms:tert-butyl (3S,5R)-3-{[(benzyloxy)carbonyl]amino}-5-[(morpholin-4-yl)carbonyl]piperidine-1-carboxylate

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Chemical Property of tert-butyl (3S,5R)-3-{[(benzyloxy)carbonyl]amino}-5-[(morpholin-4-yl)carbonyl]piperidine-1-carboxylate

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Technology Process of tert-butyl (3S,5R)-3-{[(benzyloxy)carbonyl]amino}-5-[(morpholin-4-yl)carbonyl]piperidine-1-carboxylate

There total 12 articles about tert-butyl (3S,5R)-3-{[(benzyloxy)carbonyl]amino}-5-[(morpholin-4-yl)carbonyl]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: 100.0%

: 110-91-8,99108-56-2
morpholine

: 1145747-62-1
(3R,5S)-5-{[(benzyloxy)carbonyl]amino}-1-(tert-butoxycarbonyl)piperidine-3-carboxylic acid

: 1145747-63-2
tert-butyl (3S,5R)-3-{[(benzyloxy)carbonyl]amino}-5-[(morpholin-4-yl)carbonyl]piperidine-1-carboxylate

Guidance literature:: With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In N,N-dimethyl-formamide; at 20 ℃; for 96h;
DOI:10.1016/j.bmc.2018.04.051

Reference yield:

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

: 1145747-63-2
tert-butyl (3S,5R)-3-{[(benzyloxy)carbonyl]amino}-5-[(morpholin-4-yl)carbonyl]piperidine-1-carboxylate

Guidance literature:: Multi-step reaction with 5 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

4.1: water; sodium hydroxide / methanol / 10 - 35 °C / Cooling with ice

5.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine / 96 h / 10 - 35 °C

With diphenyl phosphoryl azide; water; hydrogen; acetic anhydride; benzotriazol-1-ol; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; sodium hydroxide; 5% Rh/C; In methanol; water; toluene;

Reference yield:

: 499-81-0
3,5-Pyridinedicarboxylic acid

: 1145747-63-2
tert-butyl (3S,5R)-3-{[(benzyloxy)carbonyl]amino}-5-[(morpholin-4-yl)carbonyl]piperidine-1-carboxylate

Guidance literature:: Multi-step reaction with 6 steps

1.1: thionyl chloride / 10 - 35 °C / Reflux

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

2.2: 15 h / 10 - 35 °C

3.1: acetic anhydride / 3 h / Reflux

3.2: 7.5 h / -40 °C

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

4.2: 10 - 80 °C

5.1: water; sodium hydroxide / methanol / 10 - 35 °C / Cooling with ice

6.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine / 96 h / 10 - 35 °C

With thionyl chloride; diphenyl phosphoryl azide; water; hydrogen; acetic anhydride; benzotriazol-1-ol; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; sodium hydroxide; 5% Rh/C; In methanol; water; toluene;