[(4R,5R)-2-(4-Methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-methanol

Base Information

Chemical Name:[(4R,5R)-2-(4-Methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-methanol
CAS No.:213402-21-2
Molecular Formula:C₁₃H₁₈O₄
Molecular Weight:238.284
Hs Code.:

Synonyms:[(4R,5R)-2-(4-Methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-methanol

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Chemical Property of [(4R,5R)-2-(4-Methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-methanol

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Technology Process of [(4R,5R)-2-(4-Methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-methanol

There total 1 articles about [(4R,5R)-2-(4-Methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-methanol 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: 64.0%

: 2186-92-7
p-Anisaldehyde dimethyl acetal

: 74213-65-3
(2R,3R)-3-methyl-butan-1,2,4-triol

: 213402-21-2
[(4R,5R)-2-(4-Methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-methanol

Guidance literature:: With camphor-10-sulfonic acid; In dichloromethane; for 16h; Ambient temperature;
DOI:10.1016/S0040-4039(98)01233-7

Reference yield:

: 213402-21-2
[(4R,5R)-2-(4-Methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-methanol

: 213402-26-7
(4R,5R)-2-(4-Methoxy-phenyl)-5-methyl-[1,3]dioxane-4-carbaldehyde

Guidance literature:: With oxalyl dichloride; TEA; dimethyl sulfoxide; In dichloromethane; at -78 ℃; for 0.333333h;
DOI:10.1016/S0040-4039(98)01233-7

Reference yield:

: 213402-21-2
[(4R,5R)-2-(4-Methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-methanol

: 213408-85-6
(3Z,5E,13E,15E)-(7R,8R,9S,10S,11R,17S,18R)-8,10-Bis-(diethyl-isopropyl-silanyloxy)-9-ethyl-3,17-dimethoxy-18-{(S)-2-[(4-methoxy-phenyl)-diphenyl-methoxy]-1-methyl-ethyl}-5,7,11,13-tetramethyl-oxacyclooctadeca-3,5,13,15-tetraen-2-one

Guidance literature:: Multi-step reaction with 26 steps

1.1: (COCl)2; DMSO; Et₃N / CH₂Cl₂ / 0.33 h / -78 °C

2.1: 10.4 g / diethyl ether / 3 h / 25 °C

3.1: (COCl)2; DMSO; Et₃N / CH₂Cl₂ / 0.33 h / -78 °C

4.1: 8.84 g / benzene / 0.5 h / 25 °C

5.1: BMS; cyclohexene / tetrahydrofuran / 1 h / 25 °C

5.2: 89 percent / H₂O₂; NaOH / tetrahydrofuran; H₂O / 2 h / 50 °C

6.1: (COCl)2; DMSO; Et₃N / CH₂Cl₂ / 0.33 h / -78 °C

7.1: 4.92 g / n-Bu₂BOTf; Et₃N / CH₂Cl₂ / 2 h / -78 - 0 °C

8.1: 100 percent / LiBH₄ / ethanol; diethyl ether / 1 h / -10 °C

9.1: 97 percent / pyridine / 2 h / 25 °C

10.1: 99 percent / 2,6-lutidine / CH₂Cl₂ / 2 h / 25 °C

11.1: 69 percent / dimethylsulfoxide / 3 h / 25 °C

12.1: 70 percent / HF / tetrahydrofuran; acetonitrile; H₂O / 48 h / 40 °C

13.1: 83 percent / pyridine; 4-(dimethylamino)pyridine / CH₂Cl₂ / 16 h / 25 °C

14.1: 99 percent / 2,6-lutidine / CH₂Cl₂ / 4 h / 25 °C

15.1: Cp₂ZrCl₂ / 1,2-dichloro-ethane; hexane / 16 h / 25 °C

15.2: 88 percent / I₂ / tetrahydrofuran; 1,2-dichloro-ethane; hexane / 1.5 h / -30 °C

16.1: 72 percent / triphenylarsine; LiCl / tris(dibenzylideneacetone)dipalladium / 1-methyl-pyrrolidin-2-one / 16 h / 40 °C

17.1: 96 percent / methyllithium / diethyl ether / 0.5 h / 25 °C

18.1: (COCl)2; DMSO; Et₃N / CH₂Cl₂ / 0.33 h / -78 °C

19.1: 0.597 g / toluene / 16 h / 100 °C

20.1: 90 percent / diisobutylaluminum hydride / toluene / 0.5 h / -78 °C

21.1: 100 percent / MnO₂ / CH₂Cl₂ / 1.5 h / 25 °C

22.1: 99 percent / potassium bis(trimethylsilyl)amide; 18-crown-6-ether / tetrahydrofuran; toluene / 16 h / -20 °C

23.1: 96 percent / pyridinium p-toluenesulfonate / methanol / 1 h / 25 °C

24.1: 100 percent / Et₃N; 4-(dimethylamino)pyridine / CH₂Cl₂ / 3 h / 25 °C

25.1: 82 percent / aq. KOH / dioxane / 3 h / 80 °C

26.1: 2,4,6-trichlorobenzoyl chloride; Et₃N / tetrahydrofuran / 3 h / 25 °C

26.2: 82 percent / 4-(dimethylamino)pyridine / tetrahydrofuran; toluene / 14 h / 110 °C

With pyridine; 2,6-dimethylpyridine; dmap; manganese(IV) oxide; potassium hydroxide; lithium borohydride; oxalyl dichloride; 18-crown-6 ether; triphenyl-arsane; dimethylsulfide borane complex; di-n-butylboryl trifluoromethanesulfonate; 2,4,6-trichlorobenzoyl chloride; hydrogen fluoride; methyllithium; pyridinium p-toluenesulfonate; potassium hexamethylsilazane; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; lithium chloride; cyclohexene; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; zirconocene dichloride; In tetrahydrofuran; 1,4-dioxane; pyridine; 1-methyl-pyrrolidin-2-one; methanol; diethyl ether; ethanol; hexane; dichloromethane; water; dimethyl sulfoxide; 1,2-dichloro-ethane; toluene; acetonitrile; benzene; 1.1: Swern oxidation / 2.1: Grignard reaction / 3.1: Swern oxidation / 4.1: Wittig reaction / 6.1: Swern oxidation / 7.1: Evans' aldol reaction / 16.1: Stille coupling / 18.1: Swern oxidation / 19.1: Wittig reaction / 22.1: Horner-Wadsworth-Emmons reaction / 26.1: Yamaguchi macrolactonization / 26.2: Yamaguchi macrolactonization;
DOI:10.1021/jo001377q