trans-N-Benzyloxycarbonyl 3-hydroxy-2-(2-oxopropyl)piperidine

Base Information

Chemical Name:trans-N-Benzyloxycarbonyl 3-hydroxy-2-(2-oxopropyl)piperidine
CAS No.:1091605-50-3
Molecular Formula:C₁₆H₂₁NO₄
Molecular Weight:291.347
Hs Code.:
DSSTox Substance ID:DTXSID201153820
Nikkaji Number:J2.186.018B

Synonyms:1091605-42-3;TRANS-N-BENZYLOXYCARBONYL 3-HYDROXY-2-(2-OXOPROPYL)PIPERIDINE;Benzyl (2R,3S)-3-hydroxy-2-(2-oxopropyl)piperidine-1-carboxylate;trans-Benzyl 3-hydroxy-2-(2-oxopropyl)piperidine-1-carboxylate;SCHEMBL25759230;DTXSID201153820;(2R,3S)-rel-3-Hydroxy-2-(2-oxopropyl)-1-piperidinecarboxylic Acid Phenylmethyl Ester;1091605-50-3;J-002236;Phenylmethyl (2R,3S)-3-hydroxy-2-(2-oxopropyl)-1-piperidinecarboxylate

Suppliers and Price of trans-N-Benzyloxycarbonyl 3-hydroxy-2-(2-oxopropyl)piperidine

Supply Marketing:

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

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 3 raw suppliers

Chemical Property of trans-N-Benzyloxycarbonyl 3-hydroxy-2-(2-oxopropyl)piperidine

Chemical Property:

XLogP3:1.2
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:5
Exact Mass:291.14705815
Heavy Atom Count:21
Complexity:365

Purity/Quality:: 99%+, ^*data from raw suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Canonical SMILES:CC(=O)CC1C(CCCN1C(=O)OCC2=CC=CC=C2)O
Isomeric SMILES:CC(=O)C[C@@H]1[C@H](CCCN1C(=O)OCC2=CC=CC=C2)O

Technology Process of trans-N-Benzyloxycarbonyl 3-hydroxy-2-(2-oxopropyl)piperidine

There total 17 articles about trans-N-Benzyloxycarbonyl 3-hydroxy-2-(2-oxopropyl)piperidine 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: 87.0%

: 1091605-49-0
(+)-(S,E)-benzyl (4-hydroxy-7-oxooct-5-en-1-yl)carbamate

: 1091605-50-3
(2R,3S)-3-hydroxy-2-(2-oxopropyl)piperidine-1-carboxylic acid benzyl ester

Guidance literature:: With boron trifluoride diethyl etherate; In acetonitrile; at 20 ℃; for 0.166667h; diastereoselective reaction;
DOI:10.1016/j.tet.2017.07.041

Reference yield: 55.0%

: C₂₁H₂₉NO₆

: 1091605-50-3
(2R,3S)-3-hydroxy-2-(2-oxopropyl)piperidine-1-carboxylic acid benzyl ester

Guidance literature:: C₂₁H₂₉NO₆; With ammonium cerium (IV) nitrate; In acetonitrile; for 0.833333h; Reflux;

With boron trifluoride diethyl etherate; In acetonitrile; at 20 ℃; for 0.25h; diastereoselective reaction;
DOI:10.1016/j.tetlet.2018.03.035

Reference yield:

: 87905-98-4
5-<(benzyloxycarbonyl)amino>pentanol

: 1091605-50-3
(2R,3S)-3-hydroxy-2-(2-oxopropyl)piperidine-1-carboxylic acid benzyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: 1H-imidazole / dichloromethane / 5 h / 0 - 20 °C / Inert atmosphere

2.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / 0 °C / Inert atmosphere

2.2: 2.5 h / 0 - 20 °C / Inert atmosphere

3.1: tetrabutyl ammonium fluoride / tetrahydrofuran; acetic acid / 24 h / 20 °C

4.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 1 h / -78 °C / Inert atmosphere

4.2: 2 h / -78 - 20 °C / Inert atmosphere

5.1: D-Prolin; Nitrosobenzene / dimethyl sulfoxide / 0.5 h / 20 °C / Inert atmosphere

5.2: 20 h / 20 °C / Inert atmosphere

6.1: ammonium cerium (IV) nitrate / acetonitrile / 0.83 h / Reflux

6.2: 0.25 h / 20 °C

With 1H-imidazole; n-butyllithium; ammonium cerium (IV) nitrate; oxalyl dichloride; tetrabutyl ammonium fluoride; dimethyl sulfoxide; Nitrosobenzene; D-Prolin; In tetrahydrofuran; hexane; dichloromethane; acetic acid; dimethyl sulfoxide; acetonitrile; 5.2: |Horner-Wadsworth-Emmons Olefination;
DOI:10.1016/j.tetlet.2018.03.035