Ethyl N-Benzyloxycarbonyl-3-[(2R)-piperidinyl)]-(2R,3S)-dihydroxrpropanoate

Base Information

Chemical Name:Ethyl N-Benzyloxycarbonyl-3-[(2R)-piperidinyl)]-(2R,3S)-dihydroxrpropanoate
CAS No.:160169-48-2
Molecular Formula:C₁₈H₂₅NO₆
Molecular Weight:351.4
Hs Code.:
DSSTox Substance ID:DTXSID00448226
Wikidata:Q82267197
Mol file:160169-48-2.mol

Synonyms:160169-48-2;Ethyl N-Benzyloxycarbonyl-3-[(2R)-piperidinyl)]-(2R,3S)-dihydroxrpropanoate;benzyl (2R)-2-[(1R,2S)-3-ethoxy-1,2-dihydroxy-3-oxopropyl]piperidine-1-carboxylate;2-Piperidinepropanoic acid, alpha,beta-dihydroxy-1-[(phenylmethoxy)carbonyl]-, ethyl ester, [2R-[2R*(alphaR*,betaS*)]]- (9CI);DTXSID00448226;JBZWZAYRGSPQQL-OAGGEKHMSA-N;AKOS030241897;J-009689

Suppliers and Price of Ethyl N-Benzyloxycarbonyl-3-[(2R)-piperidinyl)]-(2R,3S)-dihydroxrpropanoate

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

TRC
EthylN-Benzyloxycarbonyl-3-[(2R)-piperidinyl)]-(2R,3S)-dihydroxrpropanoate
2mg
$ 90.00

American Custom Chemicals Corporation
ETHYL N-BENZYLOXYCARBONYL-3-((2R)-PIPERIDINYL))(2R,3S)-DIHYDROXRPROPANOATE 95.00%
50MG
$ 1732.50

American Custom Chemicals Corporation
ETHYL N-BENZYLOXYCARBONYL-3-((2R)-PIPERIDINYL))(2R,3S)-DIHYDROXRPROPANOATE 95.00%
5MG
$ 306.90

Total 2 raw suppliers

Chemical Property of Ethyl N-Benzyloxycarbonyl-3-[(2R)-piperidinyl)]-(2R,3S)-dihydroxrpropanoate

Chemical Property:

Vapor Pressure:0mmHg at 25°C
Refractive Index:1.556
Boiling Point:524.238°C at 760 mmHg
PKA:12.48±0.20(Predicted)
Flash Point:270.85°C
PSA：96.30000
Density:1.256g/cm³
LogP:1.40050
Solubility.:Chloroform, Dichloromethane, Ethyl Acetate, Methanol
XLogP3:1.6
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:6
Rotatable Bond Count:8
Exact Mass:351.16818752
Heavy Atom Count:25
Complexity:437

Purity/Quality:

97% ^*data from raw suppliers

EthylN-Benzyloxycarbonyl-3-[(2R)-piperidinyl)]-(2R,3S)-dihydroxrpropanoate ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CCOC(=O)C(C(C1CCCCN1C(=O)OCC2=CC=CC=C2)O)O
Isomeric SMILES:CCOC(=O)[C@H]([C@@H]([C@H]1CCCCN1C(=O)OCC2=CC=CC=C2)O)O
Uses Intermediate for the synthesis of (-)-Lentiginosine Intermediate for the synthesis of (-)-Lentiginosine.

Technology Process of Ethyl N-Benzyloxycarbonyl-3-[(2R)-piperidinyl)]-(2R,3S)-dihydroxrpropanoate

There total 14 articles about Ethyl N-Benzyloxycarbonyl-3-[(2R)-piperidinyl)]-(2R,3S)-dihydroxrpropanoate 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:

: 28697-07-6,28697-09-8,28697-11-2,71170-88-2
(R)-1-((benzyloxy)carbonyl)piperidine-2-carboxylic acid

: 160096-51-5,160169-48-2
(R)-2-((1R,2S)-2-Ethoxycarbonyl-1,2-dihydroxy-ethyl)-piperidine-1-carboxylic acid benzyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: BH_3.SMe₂ / tetrahydrofuran / 10 h / 0 deg C to room temp.

2: pyridine.SO₃ / dimethylsulfoxide / 0.5 h / 0 deg C to room temp.

3: benzene / 10 h / Ambient temperature

4: 1.) AD-mix-β / 1.) t-BuOH, water, 0 deg C - room temp.,24 h

5: water

With dimethylsulfide borane complex; AD-mix-β; water; sulfur trioxide pyridine complex; In tetrahydrofuran; dimethyl sulfoxide; benzene;
DOI:10.1016/S0040-4039(00)78520-0

Reference yield:

: 501-53-1,94274-21-2
benzyl chloroformate

: 160096-51-5,160169-48-2
(R)-2-((1R,2S)-2-Ethoxycarbonyl-1,2-dihydroxy-ethyl)-piperidine-1-carboxylic acid benzyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 4N NaOH / 6 h / Ambient temperature

2: BH_3.SMe₂ / tetrahydrofuran / 10 h / 0 deg C to room temp.

3: pyridine.SO₃ / dimethylsulfoxide / 0.5 h / 0 deg C to room temp.

4: benzene / 10 h / Ambient temperature

5: 1.) AD-mix-β / 1.) t-BuOH, water, 0 deg C - room temp.,24 h

6: water

With sodium hydroxide; dimethylsulfide borane complex; AD-mix-β; water; sulfur trioxide pyridine complex; In tetrahydrofuran; dimethyl sulfoxide; benzene;
DOI:10.1016/S0040-4039(00)78520-0

Reference yield:

: 501-53-1,94274-21-2
benzyl chloroformate

: 160169-48-2
(S)-2-((1S,2R)-2-Ethoxycarbonyl-1,2-dihydroxy-ethyl)-piperidine-1-carboxylic acid benzyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 4N NaOH / 6 h / Ambient temperature

2: BH_3.SMe₂ / tetrahydrofuran / 10 h / 0 deg C to room temp.

3: pyridine.SO₃ / dimethylsulfoxide / 0.5 h / 0 deg C to room temp.

4: benzene / 10 h / Ambient temperature

5: 1.) Sharpless oxidation; t-BuOH, water, 0 deg C -room temp.,24 h

6: water

With sodium hydroxide; dimethylsulfide borane complex; water; sulfur trioxide pyridine complex; In tetrahydrofuran; dimethyl sulfoxide; benzene;
DOI:10.1016/S0040-4039(00)78520-0