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

Base Information

Chemical Name:(3R,5S)-5-{[(benzyloxy)carbonyl]amino}-1-(tert-butoxycarbonyl)piperidine-3-carboxylic acid
CAS No.:1145747-62-1
Molecular Formula:C₁₉H₂₆N₂O₆
Molecular Weight:378.425
Hs Code.:

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

Suppliers and Price of (3R,5S)-5-{[(benzyloxy)carbonyl]amino}-1-(tert-butoxycarbonyl)piperidine-3-carboxylic acid

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Total 1 raw suppliers

Chemical Property of (3R,5S)-5-{[(benzyloxy)carbonyl]amino}-1-(tert-butoxycarbonyl)piperidine-3-carboxylic acid

Chemical Property:

Purity/Quality:: 97% ^*data from raw suppliers

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Technology Process of (3R,5S)-5-{[(benzyloxy)carbonyl]amino}-1-(tert-butoxycarbonyl)piperidine-3-carboxylic acid

There total 11 articles about (3R,5S)-5-{[(benzyloxy)carbonyl]amino}-1-(tert-butoxycarbonyl)piperidine-3-carboxylic acid 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: 90.0%

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

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

Guidance literature:: With sodium hydroxide; In methanol; water; at 20 ℃; for 12h; Cooling with ice;
DOI:10.1016/j.bmc.2018.04.051

Reference yield: 88.6%

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

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

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

Guidance literature:: (3S,5R)-1-(tert-butoxycarbonyl)-5-(methoxycarbonyl)piperidine-3-carboxylic acid; With diphenyl phosphoryl azide; triethylamine; In toluene; at 15 - 75 ℃; Inert atmosphere;

benzyl alcohol; In toluene; at 60 - 90 ℃; Inert atmosphere;

With water; sodium nitrite; for 1h;

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 5 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

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