Benzoic acid methoxycarbonyl-((2R,5R,6R)-2-methoxy-5,6-dimethyl-4-methylene-tetrahydro-pyran-2-yl)-methyl ester

Base Information

Chemical Name:Benzoic acid methoxycarbonyl-((2R,5R,6R)-2-methoxy-5,6-dimethyl-4-methylene-tetrahydro-pyran-2-yl)-methyl ester
CAS No.:206762-62-1
Molecular Formula:C₁₉H₂₄O₆
Molecular Weight:348.396
Hs Code.:

Synonyms:Benzoic acid methoxycarbonyl-((2R,5R,6R)-2-methoxy-5,6-dimethyl-4-methylene-tetrahydro-pyran-2-yl)-methyl ester

Suppliers and Price of Benzoic acid methoxycarbonyl-((2R,5R,6R)-2-methoxy-5,6-dimethyl-4-methylene-tetrahydro-pyran-2-yl)-methyl ester

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 0 raw suppliers

Chemical Property of Benzoic acid methoxycarbonyl-((2R,5R,6R)-2-methoxy-5,6-dimethyl-4-methylene-tetrahydro-pyran-2-yl)-methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of Benzoic acid methoxycarbonyl-((2R,5R,6R)-2-methoxy-5,6-dimethyl-4-methylene-tetrahydro-pyran-2-yl)-methyl ester

There total 26 articles about Benzoic acid methoxycarbonyl-((2R,5R,6R)-2-methoxy-5,6-dimethyl-4-methylene-tetrahydro-pyran-2-yl)-methyl ester 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:

: 213319-97-2
Benzoic acid methoxycarbonyl-[(2R,4R,5R,6R)-2-methoxy-5,6-dimethyl-4-(2-nitro-phenylselanylmethyl)-tetrahydro-pyran-2-yl]-methyl ester

: 206762-62-1
Benzoic acid methoxycarbonyl-((2R,5R,6R)-2-methoxy-5,6-dimethyl-4-methylene-tetrahydro-pyran-2-yl)-methyl ester

Guidance literature:: With dihydrogen peroxide; In tetrahydrofuran; water; at 0 - 20 ℃; for 1.2h;
DOI:10.1021/jo9805246

Reference yield:

: 497-02-9
(E)-2-methyl-2-buten-1-ol

: 206762-62-1
Benzoic acid methoxycarbonyl-((2R,5R,6R)-2-methoxy-5,6-dimethyl-4-methylene-tetrahydro-pyran-2-yl)-methyl ester

Guidance literature:: Multi-step reaction with 20 steps

1.1: diisopropyl D-tartrate; 3-Angstroem molecular sieves; cumene hydroperoxide / titanium(IV) isopropoxide / CH₂Cl₂ / 13 h / -78 - -70 °C

2.1: 4-Angstroem molecular sieves; 4-methylmorpholine N-oxide / tetrapropylammonium perruthenate / acetonitrile / 1 h / 20 °C

3.1: LiCl; i-Pr₂NEt / acetonitrile / 1 h / 0 °C

4.1: Bu₃P; Et₃N; HCO₂H / tris(dibenzylideneacetone)dipalladium⁽⁰⁾-chloroform adduct / dioxane / 9.5 h / 20 °C

4.2: 2,6-lutidine / CH₂Cl₂ / 3 h / 0 °C

5.1: 59.7 mg / DIBALH / CH₂Cl₂; hexane / 1 h / -78 °C

6.1: 98 percent / pyridine / CH₂Cl₂ / 1 h / 0 °C

7.1: 79 percent / Bu₄NF / tetrahydrofuran / 21 h / 20 - 30 °C

8.1: 88 percent / DMAP; 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride / CH₂Cl₂ / 24 h / 0 - 20 °C

9.1: 87 percent / Ph₃P / Pd(OAc)2 / dimethylformamide / 6.5 h / 90 °C

10.1: 76 percent / LiI / dimethylformamide / 5 h / Heating

11.1: O₃ / methanol / 0.25 h / -78 °C

11.2: Me₂S / methanol / 1 h / -78 - 20 °C

12.1: 168 mg / conc. HCl / CH₂Cl₂ / 15 h / 20 °C

13.1: 100 percent / BF₃*Et₂O / CH₂Cl₂ / 0.5 h / 0 °C

14.1: LDA / tetrahydrofuran; hexane / 0.42 h / -78 - 0 °C

14.2: tetrahydrofuran; hexane / 2.5 h / -78 - 0 °C

15.1: 10-camphorsulfonic acid / CH₂Cl₂; methanol / 1 h / 20 °C

16.1: 185 mg / DMAP; pyridine / 8.25 h / 0 - 20 °C

17.1: 63.2 mg / HgO; HgCl₂ / acetonitrile; H₂O / 3 h / 62 °C

18.1: 33.4 mg / BaBH₄ / methanol / 0.5 h / 0 °C

19.1: 229 mg / Bu₃P / tetrahydrofuran / 8.2 h / 0 - 20 °C

20.1: 26.9 mg / H₂O₂ / tetrahydrofuran; H₂O / 1.2 h / 0 - 20 °C

With pyridine; hydrogenchloride; dmap; formic acid; tributylphosphine; Cumene hydroperoxide; 3 A molecular sieve; 4 A molecular sieve; boron trifluoride diethyl etherate; (1S)-10-camphorsulfonic acid; tetrabutyl ammonium fluoride; dihydrogen peroxide; diisobutylaluminium hydride; D-(-)-diisopropyl tartrate; ozone; 4-methylmorpholine N-oxide; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; lithium chloride; mercury dichloride; mercury(II) oxide; lithium iodide; lithium diisopropyl amide; titanium(IV) isopropylate; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; palladium diacetate; tetrapropylammonium perruthennate; In tetrahydrofuran; 1,4-dioxane; methanol; hexane; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile; 1.1: Sharpless epoxidation / 2.1: Oxidation / 3.1: Masamune-Roush olefination / 4.1: Catalytic hydrogenation / 4.2: silylation / 5.1: Reduction / 6.1: Acylation / 7.1: desilylation / 8.1: Esterification / 9.1: Cyclization / 10.1: Decarboxylation / 11.1: ozonolysis / 11.2: Decomposition / 12.1: Isomerization / 13.1: Cyclization / 14.1: Metallation / 14.2: Addition / 15.1: Methylation / 16.1: Acylation / 17.1: dethioacetalization / 18.1: Reduction / 19.1: Condensation / 20.1: Elimination;
DOI:10.1021/jo9805246

Reference yield:

: 358750-37-5
(2S,3R)-2,3-Dimethyl-oxirane-2-carbaldehyde

: 206762-62-1
Benzoic acid methoxycarbonyl-((2R,5R,6R)-2-methoxy-5,6-dimethyl-4-methylene-tetrahydro-pyran-2-yl)-methyl ester

Guidance literature:: Multi-step reaction with 18 steps

1.1: LiCl; i-Pr₂NEt / acetonitrile / 1 h / 0 °C

2.1: Bu₃P; Et₃N; HCO₂H / tris(dibenzylideneacetone)dipalladium⁽⁰⁾-chloroform adduct / dioxane / 9.5 h / 20 °C

2.2: 2,6-lutidine / CH₂Cl₂ / 3 h / 0 °C

3.1: 59.7 mg / DIBALH / CH₂Cl₂; hexane / 1 h / -78 °C

4.1: 98 percent / pyridine / CH₂Cl₂ / 1 h / 0 °C

5.1: 79 percent / Bu₄NF / tetrahydrofuran / 21 h / 20 - 30 °C

6.1: 88 percent / DMAP; 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride / CH₂Cl₂ / 24 h / 0 - 20 °C

7.1: 87 percent / Ph₃P / Pd(OAc)2 / dimethylformamide / 6.5 h / 90 °C

8.1: 76 percent / LiI / dimethylformamide / 5 h / Heating

9.1: O₃ / methanol / 0.25 h / -78 °C

9.2: Me₂S / methanol / 1 h / -78 - 20 °C

10.1: 168 mg / conc. HCl / CH₂Cl₂ / 15 h / 20 °C

11.1: 100 percent / BF₃*Et₂O / CH₂Cl₂ / 0.5 h / 0 °C

12.1: LDA / tetrahydrofuran; hexane / 0.42 h / -78 - 0 °C

12.2: tetrahydrofuran; hexane / 2.5 h / -78 - 0 °C

13.1: 10-camphorsulfonic acid / CH₂Cl₂; methanol / 1 h / 20 °C

14.1: 185 mg / DMAP; pyridine / 8.25 h / 0 - 20 °C

15.1: 63.2 mg / HgO; HgCl₂ / acetonitrile; H₂O / 3 h / 62 °C

16.1: 33.4 mg / BaBH₄ / methanol / 0.5 h / 0 °C

17.1: 229 mg / Bu₃P / tetrahydrofuran / 8.2 h / 0 - 20 °C

18.1: 26.9 mg / H₂O₂ / tetrahydrofuran; H₂O / 1.2 h / 0 - 20 °C

With pyridine; hydrogenchloride; dmap; formic acid; tributylphosphine; boron trifluoride diethyl etherate; (1S)-10-camphorsulfonic acid; tetrabutyl ammonium fluoride; dihydrogen peroxide; diisobutylaluminium hydride; ozone; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; lithium chloride; mercury dichloride; mercury(II) oxide; lithium iodide; lithium diisopropyl amide; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; palladium diacetate; In tetrahydrofuran; 1,4-dioxane; methanol; hexane; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile; 1.1: Masamune-Roush olefination / 2.1: Catalytic hydrogenation / 2.2: silylation / 3.1: Reduction / 4.1: Acylation / 5.1: desilylation / 6.1: Esterification / 7.1: Cyclization / 8.1: Decarboxylation / 9.1: ozonolysis / 9.2: Decomposition / 10.1: Isomerization / 11.1: Cyclization / 12.1: Metallation / 12.2: Addition / 13.1: Methylation / 14.1: Acylation / 15.1: dethioacetalization / 16.1: Reduction / 17.1: Condensation / 18.1: Elimination;
DOI:10.1021/jo9805246