(3R,4E)-Methyl 3-(dimethylphenylsilyl)-4-hexenoate

Base Information

• Chemical Name: (3R,4E)-Methyl 3-(dimethylphenylsilyl)-4-hexenoate
• CAS No.: 136174-52-2
• Molecular Formula: C₁₅H₂₂O₂Si
• Molecular Weight: 262.424
• European Community (EC) Number: 663-673-5
• Nikkaji Number: J428.635I,J811.842F
• Wikidata: Q76415769
• Mol file: 136174-52-2.mol

Synonyms:(3R,4E)-Methyl 3-(dimethylphenylsilyl)-4-hexenoate;136174-52-2;methyl (E,3R)-3-[dimethyl(phenyl)silyl]hex-4-enoate;Methyl(R,E)-3-(dimethyl(phenyl)silyl)hex-4-enoate;Methyl (R,E)-3-(dimethyl(phenyl)silyl)hex-4-enoate;(R)-3-(Phenyldimethylsilyl)-4-hexenoic acid methyl ester;(3R,4E)-3-(Dimethylphenylsilyl)-4-hexenoic acid methyl ester

Chemical Property of (3R,4E)-Methyl 3-(dimethylphenylsilyl)-4-hexenoate

Chemical Property:

• Refractive Index: n20/D1.507
• Flash Point: >110℃
• Density: 0.985 g/mL at 25 °C
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 6
• Exact Mass: 262.138906475
• Heavy Atom Count: 18
• Complexity: 291

Purity/Quality:

(3R,4E)-Methyl 3-(dimethylphenylsilyl)-4-hexenoate ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 22

MSDS Files:

Useful:

• Canonical SMILES: CC=CC(CC(=O)OC)[Si](C)(C)C1=CC=CC=C1
• Isomeric SMILES: C/C=C/[C@@H](CC(=O)OC)[Si](C)(C)C1=CC=CC=C1

Technology Process of (3R,4E)-Methyl 3-(dimethylphenylsilyl)-4-hexenoate

There total 4 articles about (3R,4E)-Methyl 3-(dimethylphenylsilyl)-4-hexenoate 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:

(E)-(±)-1-(dimethylphenylsilyl)-1-buten-3-ol (137120-08-2) → (E)-(3R)-Methyl 3-(dimethylphenylsilyl)hex-4-enoate (136174-52-2)

Guidance literature:

Multi-step reaction with 3 steps

1: Pseudomonas lipase AK / pentane / 20 °C

2: K₂CO₃ / methanol

3: propionic acid / toluene / 16 h / Heating

With Pseudomonas lipase AK; potassium carbonate; propionic acid; In methanol; toluene; pentane;

DOI:10.1016/S0040-4020(00)00870-X

Reference yield:

(R)-(E)-3-[1-(dimethylphenylsilyl)-1-butenyl] acetate (129921-47-7) → (E)-(3R)-Methyl 3-(dimethylphenylsilyl)hex-4-enoate (136174-52-2)

Guidance literature:

Multi-step reaction with 2 steps

1: K₂CO₃ / methanol

2: propionic acid / toluene / 16 h / Heating

With potassium carbonate; propionic acid; In methanol; toluene;

DOI:10.1016/S0040-4020(00)00870-X

Reference yield:

Trimethyl orthoacetate (1445-45-0) + (R)-(E)-1-(dimethylphenylsilyl)-1-buten-3-ol (133398-25-1) → (E)-(3R)-Methyl 3-(dimethylphenylsilyl)hex-4-enoate (136174-52-2)

Guidance literature:

With propionic acid; In toluene; for 16h; Heating;

DOI:10.1016/S0040-4020(00)00870-X

upstream raw materials:

Trimethyl orthoacetate

(R)-(E)-1-(dimethylphenylsilyl)-1-buten-3-ol

(E)-(±)-1-(dimethylphenylsilyl)-1-buten-3-ol

(R)-(E)-3-[1-(dimethylphenylsilyl)-1-butenyl] acetate

Downstream raw materials:

(E)-(R)-3-(Dimethyl-phenyl-silanyl)-hex-4-en-1-ol

(5R,6S,E)-methyl 7-(2-bromophenoxy)-6-ethoxy-5-methylhept-3-enoate

(5R,6S,E)-methyl 6-(2-bromo-5-methoxyphenyl)-6-methoxy-5-methylhex-3-enoate

(5R,6S,E)-methyl 6-(2-bromo-5-fluorophenyl)-6-methoxy-5-methylhex-3-enoate