(4S,5R)-2-(4-Methoxy-phenyl)-5-methyl-4-((S)-1-methyl-but-3-ynyl)-[1,3]dioxane

Base Information

Chemical Name:(4S,5R)-2-(4-Methoxy-phenyl)-5-methyl-4-((S)-1-methyl-but-3-ynyl)-[1,3]dioxane
CAS No.:188938-27-4
Molecular Formula:C₁₇H₂₂O₃
Molecular Weight:274.36
Hs Code.:

Synonyms:(4S,5R)-2-(4-Methoxy-phenyl)-5-methyl-4-((S)-1-methyl-but-3-ynyl)-[1,3]dioxane

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Chemical Property of (4S,5R)-2-(4-Methoxy-phenyl)-5-methyl-4-((S)-1-methyl-but-3-ynyl)-[1,3]dioxane

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Technology Process of (4S,5R)-2-(4-Methoxy-phenyl)-5-methyl-4-((S)-1-methyl-but-3-ynyl)-[1,3]dioxane

There total 11 articles about (4S,5R)-2-(4-Methoxy-phenyl)-5-methyl-4-((S)-1-methyl-but-3-ynyl)-[1,3]dioxane 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: 66.0%

: 1216963-74-4
lithium acetylide-ethylenediamine complex

: 174420-05-4
Toluene-4-sulfonic acid (S)-2-[(4R,5R)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-propyl ester

: 188938-27-4
(4S,5R)-2-(4-Methoxy-phenyl)-5-methyl-4-((S)-1-methyl-but-3-ynyl)-[1,3]dioxane

Guidance literature:: In dimethyl sulfoxide; at 25 ℃; for 1.5h;
DOI:10.1021/jo970314d

Reference yield:

: 2186-92-7
p-Anisaldehyde dimethyl acetal

: 188938-27-4
(4S,5R)-2-(4-Methoxy-phenyl)-5-methyl-4-((S)-1-methyl-but-3-ynyl)-[1,3]dioxane

Guidance literature:: Multi-step reaction with 6 steps

1: 94 percent / DL-10-camphoresulfonic acid / dimethylformamide / 1.5 h / 25 °C

2: 100 percent / pyridinium chlorochromate, molecular sieves 3 Angstroem / CH₂Cl₂ / 1.5 h / 25 °C

3: 95 percent / benzene / 1 h / 25 °C

4: 1.) BH₃*SMe₂, cyclohexene, 2.) 3M NaOH, 30percent H₂O₂ / 1.) THF, 25 deg C, 1 h, 2.) 50 deg C, 2 h.

5: 100 percent / pyridine / 1.5 h / 25 °C

6: 66 percent / dimethylsulfoxide / 1.5 h / 25 °C

With pyridine; sodium hydroxide; dimethylsulfide borane complex; DL-10-camphorsulfonic acid; 3 A molecular sieve; dihydrogen peroxide; pyridinium chlorochromate; cyclohexene; In dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; benzene;
DOI:10.1021/jo970314d

Reference yield:

: (2S,3R,4R)-4-Methyl-hex-5-ene-2,3-diol

: 188938-27-4
(4S,5R)-2-(4-Methoxy-phenyl)-5-methyl-4-((S)-1-methyl-but-3-ynyl)-[1,3]dioxane

Guidance literature:: Multi-step reaction with 10 steps

1: 100 percent / 4-(dimethylamino)pyridine / ethyl acetate / 1 h / 25 °C

2: 1.) ozone, 2.) dimethyl sulfide / 1.) MeOH, CH₂Cl₂, -78 deg C, 2 h, 2.) 0 deg C, 0.5 h.

3: NaBH₄ / methanol; CH₂Cl₂ / 0.5 h / 25 °C

4: 5M NaOMe / methanol / 3 h / 25 °C

5: 94 percent / DL-10-camphoresulfonic acid / dimethylformamide / 1.5 h / 25 °C

6: 100 percent / pyridinium chlorochromate, molecular sieves 3 Angstroem / CH₂Cl₂ / 1.5 h / 25 °C

7: 95 percent / benzene / 1 h / 25 °C

8: 1.) BH₃*SMe₂, cyclohexene, 2.) 3M NaOH, 30percent H₂O₂ / 1.) THF, 25 deg C, 1 h, 2.) 50 deg C, 2 h.

9: 100 percent / pyridine / 1.5 h / 25 °C

10: 66 percent / dimethylsulfoxide / 1.5 h / 25 °C

With pyridine; dmap; sodium hydroxide; sodium tetrahydroborate; dimethylsulfide; dimethylsulfide borane complex; DL-10-camphorsulfonic acid; 3 A molecular sieve; dihydrogen peroxide; sodium methylate; ozone; pyridinium chlorochromate; cyclohexene; In methanol; dichloromethane; dimethyl sulfoxide; ethyl acetate; N,N-dimethyl-formamide; benzene;
DOI:10.1021/jo970314d