Acrylic acid (S)-1-((2S,4S,6S)-6-methyl-2-phenyl-[1,3]dioxan-4-ylmethyl)-but-3-enyl ester

Base Information

Chemical Name:Acrylic acid (S)-1-((2S,4S,6S)-6-methyl-2-phenyl-[1,3]dioxan-4-ylmethyl)-but-3-enyl ester
CAS No.:361521-41-7
Molecular Formula:C₁₉H₂₄O₄
Molecular Weight:316.397
Hs Code.:

Synonyms:Acrylic acid (S)-1-((2S,4S,6S)-6-methyl-2-phenyl-[1,3]dioxan-4-ylmethyl)-but-3-enyl ester

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Chemical Property of Acrylic acid (S)-1-((2S,4S,6S)-6-methyl-2-phenyl-[1,3]dioxan-4-ylmethyl)-but-3-enyl ester

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Technology Process of Acrylic acid (S)-1-((2S,4S,6S)-6-methyl-2-phenyl-[1,3]dioxan-4-ylmethyl)-but-3-enyl ester

There total 8 articles about Acrylic acid (S)-1-((2S,4S,6S)-6-methyl-2-phenyl-[1,3]dioxan-4-ylmethyl)-but-3-enyl 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: 76.0%

: 79-10-7
acrylic acid

: 361521-44-0
(2S,4S,6S)-4-(2-hydroxypent-4-enyl)-2-methyl-6-phenyl-1,3-dioxane

: 361521-41-7
Acrylic acid (S)-1-((2S,4S,6S)-6-methyl-2-phenyl-[1,3]dioxan-4-ylmethyl)-but-3-enyl ester

Guidance literature:: With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 20 ℃;
DOI:10.1021/ol016399t

Reference yield:

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

: 361521-41-7
Acrylic acid (S)-1-((2S,4S,6S)-6-methyl-2-phenyl-[1,3]dioxan-4-ylmethyl)-but-3-enyl ester

Guidance literature:: Multi-step reaction with 6 steps

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

2: 87 percent / pyridine / CH₂Cl₂ / 1.5 h

3: 89 percent / formic acid; triethylamine; PPh₃ / Pd₂(dba)3*CHCl₃ / tetrahydrofuran / 3 h / Heating

4: 64 percent / t-BuOK / tetrahydrofuran / 0 °C

5: DIBAL / CH₂Cl₂; hexane / 0.5 h / -78 °C

6: 76 percent / DCC; DMAP / CH₂Cl₂ / 20 °C

With pyridine; dmap; osmium(VIII) oxide; formic acid; Hydroquinone 1,4-phthalazinediyl diether; potassium tert-butylate; diisobutylaluminium hydride; triethylamine; dicyclohexyl-carbodiimide; triphenylphosphine; potassium hexacyanoferrate(III); tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; methanesulfonamide; potassium carbonate; In tetrahydrofuran; hexane; dichloromethane; water; tert-butyl alcohol; 1: Sharpless dihydroxylation;
DOI:10.1021/ol016399t

Reference yield:

: 198009-56-2
ethyl (2E,4S,5S)-4,5-dihydroxy-2-hexenoate

: 361521-41-7
Acrylic acid (S)-1-((2S,4S,6S)-6-methyl-2-phenyl-[1,3]dioxan-4-ylmethyl)-but-3-enyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 87 percent / pyridine / CH₂Cl₂ / 1.5 h

2: 89 percent / formic acid; triethylamine; PPh₃ / Pd₂(dba)3*CHCl₃ / tetrahydrofuran / 3 h / Heating

3: 64 percent / t-BuOK / tetrahydrofuran / 0 °C

4: DIBAL / CH₂Cl₂; hexane / 0.5 h / -78 °C

5: 76 percent / DCC; DMAP / CH₂Cl₂ / 20 °C

With pyridine; dmap; formic acid; potassium tert-butylate; diisobutylaluminium hydride; triethylamine; dicyclohexyl-carbodiimide; triphenylphosphine; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; In tetrahydrofuran; hexane; dichloromethane;
DOI:10.1021/ol016399t