ethyl 2-[(2S,4S,6S)-6-methyl-2-phenyl-1,3-dioxan-4-yl]acetate

Base Information

Chemical Name:ethyl 2-[(2S,4S,6S)-6-methyl-2-phenyl-1,3-dioxan-4-yl]acetate
CAS No.:188924-79-0
Molecular Formula:C15H20O4
Molecular Weight:264.321
Hs Code.:
DSSTox Substance ID:DTXSID30441508
Nikkaji Number:J1.668.053B
Wikidata:Q82258297

Synonyms:CTK0A3615;188924-79-0;DTXSID30441508;(2S)-2alpha-Phenyl-6alpha-methyl-1,3-dioxane-4alpha-acetic acid ethyl ester

Suppliers and Price of ethyl 2-[(2S,4S,6S)-6-methyl-2-phenyl-1,3-dioxan-4-yl]acetate

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
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price

Total 1 raw suppliers

Chemical Property of ethyl 2-[(2S,4S,6S)-6-methyl-2-phenyl-1,3-dioxan-4-yl]acetate

Chemical Property:

XLogP3:2.4
Hydrogen Bond Donor Count:0
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:5
Exact Mass:264.13615911
Heavy Atom Count:19
Complexity:286

Purity/Quality:: 99.90% ^*data from raw suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CCOC(=O)CC1CC(OC(O1)C2=CC=CC=C2)C
Isomeric SMILES:CCOC(=O)C[C@@H]1C[C@@H](O[C@@H](O1)C2=CC=CC=C2)C

Technology Process of ethyl 2-[(2S,4S,6S)-6-methyl-2-phenyl-1,3-dioxan-4-yl]acetate

There total 7 articles about ethyl 2-[(2S,4S,6S)-6-methyl-2-phenyl-1,3-dioxan-4-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: 73.0%

: 100-52-7
benzaldehyde

: 188924-78-9
ethyl (S,E)-5-hydroxy-2-hexenoate

: 188924-79-0
(2S,4S,6S)-4-(carboethoxymethyl)-2-methyl-6-phenyl-1,3-dioxane

Guidance literature:: With potassium hexamethylsilazane; In tetrahydrofuran; at 0 ℃;
DOI:10.1021/jo9701703

Reference yield: 60.0%

: ethyl (5S)-5-hydroxy-2-hexenoate

: 100-52-7
benzaldehyde

: 188924-79-0
(2S,4S,6S)-4-(carboethoxymethyl)-2-methyl-6-phenyl-1,3-dioxane

Guidance literature:: With potassium tert-butylate; In tetrahydrofuran; for 0.75h; diastereoselective reaction; Inert atmosphere;
DOI:10.1055/s-0035-1561607

Reference yield:

: 2396-84-1
(2E,4E)-ethyl hexa-2,4-dienoate

: 188924-79-0
(2S,4S,6S)-4-(carboethoxymethyl)-2-methyl-6-phenyl-1,3-dioxane

Guidance literature:: Multi-step reaction with 4 steps

1: 71 percent / K₃Fe(CN)6; OsO₄; (DHQ)2-PHAL / K₂CO₃; MeSO₂NH₂ / 2-methyl-propan-2-ol; H₂O / 0 °C

2: 87 percent / pyridine / CH₂Cl₂ / 1.5 h / 0 °C

3: 89 percent / triphenylphosphine; triethylamine; formic acid / Pd₂(dba)3*CHCl₃ / tetrahydrofuran / 3 h / Heating

4: 64 percent / potassium tert-butoxide / tetrahydrofuran / 0 - 20 °C

With pyridine; osmium(VIII) oxide; formic acid; (DHQ)2-PHAL; potassium tert-butylate; triethylamine; triphenylphosphine; potassium hexacyanoferrate(III); tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; methanesulfonamide; potassium carbonate; In tetrahydrofuran; dichloromethane; water; tert-butyl alcohol; 4: Evans acetal-forming reaction;
DOI:10.1021/ol0345529