(E)-2-Methyl-4-((2R,4S,5R)-5-methyl-2-phenyl-5-trimethylsilanyloxy-[1,3]dioxan-4-yl)-but-2-en-1-ol

Base Information

Chemical Name:(E)-2-Methyl-4-((2R,4S,5R)-5-methyl-2-phenyl-5-trimethylsilanyloxy-[1,3]dioxan-4-yl)-but-2-en-1-ol
CAS No.:131310-97-9
Molecular Formula:C₁₉H₃₀O₄Si
Molecular Weight:350.53
Hs Code.:

Synonyms:(E)-2-Methyl-4-((2R,4S,5R)-5-methyl-2-phenyl-5-trimethylsilanyloxy-[1,3]dioxan-4-yl)-but-2-en-1-ol

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Chemical Property of (E)-2-Methyl-4-((2R,4S,5R)-5-methyl-2-phenyl-5-trimethylsilanyloxy-[1,3]dioxan-4-yl)-but-2-en-1-ol

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Technology Process of (E)-2-Methyl-4-((2R,4S,5R)-5-methyl-2-phenyl-5-trimethylsilanyloxy-[1,3]dioxan-4-yl)-but-2-en-1-ol

There total 7 articles about (E)-2-Methyl-4-((2R,4S,5R)-5-methyl-2-phenyl-5-trimethylsilanyloxy-[1,3]dioxan-4-yl)-but-2-en-1-ol 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: 96.0%

: 131330-94-4
(E)-2-Methyl-4-((2R,4S,5R)-5-methyl-2-phenyl-5-trimethylsilanyloxy-[1,3]dioxan-4-yl)-but-2-enoic acid ethyl ester

: 131310-97-9
(E)-2-Methyl-4-((2R,4S,5R)-5-methyl-2-phenyl-5-trimethylsilanyloxy-[1,3]dioxan-4-yl)-but-2-en-1-ol

Guidance literature:: With diisobutylaluminium hydride; In dichloromethane; at -78 ℃; for 0.25h;
DOI:10.1016/S0040-4020(01)85579-4

Reference yield:

: 22900-10-3,35536-75-5,36792-85-5,113890-34-9,113890-37-2,133813-23-7
2-deoxy-D-ribose

: 131310-97-9
(E)-2-Methyl-4-((2R,4S,5R)-5-methyl-2-phenyl-5-trimethylsilanyloxy-[1,3]dioxan-4-yl)-but-2-en-1-ol

Guidance literature:: Multi-step reaction with 6 steps

1: 97 percent / tetrahydrofuran / 3 h / Heating

2: 96 percent / camphorsulfonic acid / CH₂Cl₂ / 12 h / 25 °C

3: 89 percent / oxalyl chloride, DMSO / CH₂Cl₂ / 1 h / -78 °C

4: 84 percent / hexane; CH₂Cl₂ / 2 h / -20 °C

5: 100 percent / CH₂Cl₂ / 0.25 h / 25 °C

6: 96 percent / DIBAL / CH₂Cl₂ / 0.25 h / -78 °C

With oxalyl dichloride; camphor-10-sulfonic acid; diisobutylaluminium hydride; dimethyl sulfoxide; In tetrahydrofuran; hexane; dichloromethane;
DOI:10.1016/S0040-4020(01)85579-4

Reference yield:

: 1125-88-8
benzaldehyde dimethyl acetal

: 131310-97-9
(E)-2-Methyl-4-((2R,4S,5R)-5-methyl-2-phenyl-5-trimethylsilanyloxy-[1,3]dioxan-4-yl)-but-2-en-1-ol

Guidance literature:: Multi-step reaction with 5 steps

1: 96 percent / camphorsulfonic acid / CH₂Cl₂ / 12 h / 25 °C

2: 89 percent / oxalyl chloride, DMSO / CH₂Cl₂ / 1 h / -78 °C

3: 84 percent / hexane; CH₂Cl₂ / 2 h / -20 °C

4: 100 percent / CH₂Cl₂ / 0.25 h / 25 °C

5: 96 percent / DIBAL / CH₂Cl₂ / 0.25 h / -78 °C

With oxalyl dichloride; camphor-10-sulfonic acid; diisobutylaluminium hydride; dimethyl sulfoxide; In hexane; dichloromethane;
DOI:10.1016/S0040-4020(01)85579-4