ethyl 2-[(2R,3R)-2-(benzenesulfonylmethyl)-3-tri(propan-2-yl)silyloxypiperidin-1-yl]acetate

Base Information

Chemical Name:ethyl 2-[(2R,3R)-2-(benzenesulfonylmethyl)-3-tri(propan-2-yl)silyloxypiperidin-1-yl]acetate
CAS No.:262282-71-3
Molecular Formula:C₂₅H₄₃NO₅SSi
Molecular Weight:497.772
Hs Code.:
DSSTox Substance ID:DTXSID101118661
Nikkaji Number:J1.256.470H

Synonyms:DTXSID101118661;262282-71-3;Ethyl (2R,3R)-2-[(phenylsulfonyl)methyl]-3-[[tris(1-methylethyl)silyl]oxy]-1-piperidineacetate

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

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Chemical Property of ethyl 2-[(2R,3R)-2-(benzenesulfonylmethyl)-3-tri(propan-2-yl)silyloxypiperidin-1-yl]acetate

Chemical Property:

Hydrogen Bond Donor Count:0
Hydrogen Bond Acceptor Count:6
Rotatable Bond Count:12
Exact Mass:497.26312118
Heavy Atom Count:33
Complexity:691

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Canonical SMILES:CCOC(=O)CN1CCCC(C1CS(=O)(=O)C2=CC=CC=C2)O[Si](C(C)C)(C(C)C)C(C)C
Isomeric SMILES:CCOC(=O)CN1CCC[C@H]([C@@H]1CS(=O)(=O)C2=CC=CC=C2)O[Si](C(C)C)(C(C)C)C(C)C

Technology Process of ethyl 2-[(2R,3R)-2-(benzenesulfonylmethyl)-3-tri(propan-2-yl)silyloxypiperidin-1-yl]acetate

There total 1 articles about ethyl 2-[(2R,3R)-2-(benzenesulfonylmethyl)-3-tri(propan-2-yl)silyloxypiperidin-1-yl]acetate 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: 93.0%

: 105-36-2
ethyl bromoacetate

: (R)-2-Benzenesulfonylmethyl-3-triisopropylsilanyloxy-piperidine

: 262282-71-3
((2R,3R)-2-Benzenesulfonylmethyl-3-triisopropylsilanyloxy-piperidin-1-yl)-acetic acid ethyl ester

: ((2S,3R)-2-Benzenesulfonylmethyl-3-triisopropylsilanyloxy-piperidin-1-yl)-acetic acid ethyl ester

Guidance literature:: With potassium carbonate; lithium iodide; In acetonitrile; at 80 ℃;

Reference yield:

: 262282-71-3
((2R,3R)-2-Benzenesulfonylmethyl-3-triisopropylsilanyloxy-piperidin-1-yl)-acetic acid ethyl ester

: 72741-87-8
swainsonine

Guidance literature:: Multi-step reaction with 7 steps

1: LHDMS / tetrahydrofuran / 0 °C

2: NaBH₄ / methanol / 20 °C

3: 94 percent / Na-Hg; Na₂HPO₄ / methanol / 0 °C

4: HCl; H₂O / 20 °C

5: OsO₄; Me₃NO; H₂O / acetone / 20 °C

6: pyridine / 20 °C

7: 100 percent / K₂CO₃ / methanol / 20 °C

With pyridine; hydrogenchloride; sodium tetrahydroborate; disodium hydrogenphosphate; osmium(VIII) oxide; sodium amalgam; trimethylamine-N-oxide; water; potassium carbonate; lithium hexamethyldisilazane; In tetrahydrofuran; methanol; acetone; 1: Cyclization / 2: Reduction / 3: Elimination / 4: Hydrolysis / 5: Oxidation / 6: Acetylation / 7: Hydrolysis;