Trifluoro-methanesulfonic acid (Z)-3-cyclohexylidene-1-[(R)-2-((4R,5R)-2,2-dimethyl-5-vinyl-[1,3]dioxolan-4-yl)-2-methoxymethoxy-ethyl]-propenyl ester

Base Information

• Chemical Name: Trifluoro-methanesulfonic acid (Z)-3-cyclohexylidene-1-[(R)-2-((4R,5R)-2,2-dimethyl-5-vinyl-[1,3]dioxolan-4-yl)-2-methoxymethoxy-ethyl]-propenyl ester
• CAS No.: 186791-38-8
• Molecular Formula: C₂₁H₃₁F₃O₇S
• Molecular Weight: 484.534
• Mol file: 186791-38-8.mol

Synonyms:

Chemical Property of Trifluoro-methanesulfonic acid (Z)-3-cyclohexylidene-1-[(R)-2-((4R,5R)-2,2-dimethyl-5-vinyl-[1,3]dioxolan-4-yl)-2-methoxymethoxy-ethyl]-propenyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Trifluoro-methanesulfonic acid (Z)-3-cyclohexylidene-1-[(R)-2-((4R,5R)-2,2-dimethyl-5-vinyl-[1,3]dioxolan-4-yl)-2-methoxymethoxy-ethyl]-propenyl ester

There total 8 articles about Trifluoro-methanesulfonic acid (Z)-3-cyclohexylidene-1-[(R)-2-((4R,5R)-2,2-dimethyl-5-vinyl-[1,3]dioxolan-4-yl)-2-methoxymethoxy-ethyl]-propenyl 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:

(2-bromoethylidene)cyclohexane (932-86-5) → Trifluoro-methanesulfonic acid (Z)-3-cyclohexylidene-1-[(R)-2-((4R,5R)-2,2-dimethyl-5-vinyl-[1,3]dioxolan-4-yl)-2-methoxymethoxy-ethyl]-propenyl ester (186791-38-8)

Guidance literature:

Multi-step reaction with 4 steps

1: 1.) KN(TMS)2 / 1.) THF, 2.) THF

2: p-TsOH / methanol

3: 2percent NaOH / tetrahydrofuran; H₂O

4: 1.) KN(TMS)2 / 1.) THF, -78 deg C, 2.) THF, -78 deg C

With sodium hydroxide; potassium hexamethylsilazane; toluene-4-sulfonic acid; In tetrahydrofuran; methanol; water;

DOI:10.1016/S0040-4039(96)02400-8

Reference yield:

(R)-3-((4R,5R)-2,2-Dimethyl-5-vinyl-[1,3]dioxolan-4-yl)-3-methoxymethoxy-propionaldehyde (144847-74-5) → Trifluoro-methanesulfonic acid (Z)-3-cyclohexylidene-1-[(R)-2-((4R,5R)-2,2-dimethyl-5-vinyl-[1,3]dioxolan-4-yl)-2-methoxymethoxy-ethyl]-propenyl ester (186791-38-8)

Guidance literature:

Multi-step reaction with 7 steps

1: NaHSO₃

3: H⁺

4: 1.) KN(TMS)2 / 1.) THF, 2.) THF

5: p-TsOH / methanol

6: 2percent NaOH / tetrahydrofuran; H₂O

7: 1.) KN(TMS)2 / 1.) THF, -78 deg C, 2.) THF, -78 deg C

With sodium hydroxide; hydrogen cation; potassium hexamethylsilazane; toluene-4-sulfonic acid; sodium hydrogensulfite; In tetrahydrofuran; methanol; water;

DOI:10.1016/S0040-4039(96)02400-8

Reference yield:

(R)-4-((4R,5R)-2,2-Dimethyl-5-vinyl-[1,3]dioxolan-4-yl)-2-hydroxy-4-methoxymethoxy-butyronitrile → Trifluoro-methanesulfonic acid (Z)-3-cyclohexylidene-1-[(R)-2-((4R,5R)-2,2-dimethyl-5-vinyl-[1,3]dioxolan-4-yl)-2-methoxymethoxy-ethyl]-propenyl ester (186791-38-8)

Guidance literature:

Multi-step reaction with 5 steps

1: H⁺

2: 1.) KN(TMS)2 / 1.) THF, 2.) THF

3: p-TsOH / methanol

4: 2percent NaOH / tetrahydrofuran; H₂O

5: 1.) KN(TMS)2 / 1.) THF, -78 deg C, 2.) THF, -78 deg C

With sodium hydroxide; hydrogen cation; potassium hexamethylsilazane; toluene-4-sulfonic acid; In tetrahydrofuran; methanol; water;

DOI:10.1016/S0040-4039(96)02400-8

upstream raw materials:

phenyl trifluoromethanesulfonamide

(R)-5-Cyclohexylidene-1-((4R,5R)-2,2-dimethyl-5-vinyl-[1,3]dioxolan-4-yl)-1-methoxymethoxy-pentan-3-one

(2-bromoethylidene)cyclohexane

(R)-3-((4R,5R)-2,2-Dimethyl-5-vinyl-[1,3]dioxolan-4-yl)-3-methoxymethoxy-propionaldehyde