(1S,2R,6S,10R)-1-(4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-pentadecafluorodecyloxy)-4-(1,2,6,10-tetramethyldodecyloxymethyl)benzene

Base Information

• Chemical Name: (1S,2R,6S,10R)-1-(4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-pentadecafluorodecyloxy)-4-(1,2,6,10-tetramethyldodecyloxymethyl)benzene
• CAS No.: 780773-24-2
• Molecular Formula: C₃₃H₄₅F₁₅O₂
• Molecular Weight: 758.695
• Mol file: 780773-24-2.mol

Synonyms:(1S,2R,6S,10R)-1-(4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-pentadecafluorodecyloxy)-4-(1,2,6,10-tetramethyldodecyloxymethyl)benzene

Chemical Property of (1S,2R,6S,10R)-1-(4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-pentadecafluorodecyloxy)-4-(1,2,6,10-tetramethyldodecyloxymethyl)benzene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1S,2R,6S,10R)-1-(4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-pentadecafluorodecyloxy)-4-(1,2,6,10-tetramethyldodecyloxymethyl)benzene

There total 26 articles about (1S,2R,6S,10R)-1-(4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-pentadecafluorodecyloxy)-4-(1,2,6,10-tetramethyldodecyloxymethyl)benzene 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:

(3R)-4-(tert-butyldimethylsilanyloxy)-3-methylbutan-1-ol (147915-55-7) → (1S,2R,6S,10R)-1-(4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-pentadecafluorodecyloxy)-4-(1,2,6,10-tetramethyldodecyloxymethyl)benzene (780773-24-2)

Guidance literature:

Multi-step reaction with 10 steps

1.1: 88 percent / diethyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 48 h / 20 °C

2.1: 89 percent / m-chloroperbenzoic acid / CH₂Cl₂ / 36 h / 20 °C

3.1: sodium hexamethyldisilazide / tetrahydrofuran / -78 °C

3.2: tetrahydrofuran / -78 °C

4.1: TBAF / tetrahydrofuran / 3 h / 20 °C

5.1: Dess-Martin periodinane / CH₂Cl₂ / 3 h / 20 °C

6.1: sodium hexamethyldisilazide / tetrahydrofuran / 0.5 h / -78 °C

6.2: tetrahydrofuran / 2 h / -78 °C

7.1: TBAF / tetrahydrofuran / 3 h / 20 °C

8.1: Dess-Martin periodinane / CH₂Cl₂ / 3 h / 20 °C

9.1: sodium hexamethyldisilazide / tetrahydrofuran / 0.5 h / -78 °C

9.2: tetrahydrofuran / 5 h / -78 - 20 °C

10.1: 111 mg / hydrazine; copper sulfate / ethanol / 20 h / 70 °C

With copper(I) sulfate; tetrabutyl ammonium fluoride; sodium hexamethyldisilazane; Dess-Martin periodane; copper(II) sulfate; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; hydrazine; diethylazodicarboxylate; In tetrahydrofuran; ethanol; dichloromethane; 1.1: Mitsunobu reaction / 3.2: Kocienski-Julia olefination / 5.1: Dess-Martin oxidation / 6.2: Kocienski-Julia olefination / 8.1: Dess-Martin oxidation / 9.2: Wittig reaction;

DOI:10.1021/jo051526a

Reference yield:

(3R)-4-(tert-butyldimethylsilanyloxy)-3-methylbutyraldehyde (156757-31-2) → (1S,2R,6S,10R)-1-(4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-pentadecafluorodecyloxy)-4-(1,2,6,10-tetramethyldodecyloxymethyl)benzene (780773-24-2)

Guidance literature:

Multi-step reaction with 11 steps

1.1: 97 percent / sodium borohydride / methanol; H₂O / 1 h / -20 °C

2.1: 88 percent / diethyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 48 h / 20 °C

3.1: 89 percent / m-chloroperbenzoic acid / CH₂Cl₂ / 36 h / 20 °C

4.1: sodium hexamethyldisilazide / tetrahydrofuran / -78 °C

4.2: tetrahydrofuran / -78 °C

5.1: TBAF / tetrahydrofuran / 3 h / 20 °C

6.1: Dess-Martin periodinane / CH₂Cl₂ / 3 h / 20 °C

7.1: sodium hexamethyldisilazide / tetrahydrofuran / 0.5 h / -78 °C

7.2: tetrahydrofuran / 2 h / -78 °C

8.1: TBAF / tetrahydrofuran / 3 h / 20 °C

9.1: Dess-Martin periodinane / CH₂Cl₂ / 3 h / 20 °C

10.1: sodium hexamethyldisilazide / tetrahydrofuran / 0.5 h / -78 °C

10.2: tetrahydrofuran / 5 h / -78 - 20 °C

11.1: 111 mg / hydrazine; copper sulfate / ethanol / 20 h / 70 °C

With sodium tetrahydroborate; copper(I) sulfate; tetrabutyl ammonium fluoride; sodium hexamethyldisilazane; Dess-Martin periodane; copper(II) sulfate; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; hydrazine; diethylazodicarboxylate; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; 2.1: Mitsunobu reaction / 4.2: Kocienski-Julia olefination / 6.1: Dess-Martin oxidation / 7.2: Kocienski-Julia olefination / 9.1: Dess-Martin oxidation / 10.2: Wittig reaction;

DOI:10.1021/jo051526a

Reference yield:

(3R)-4-(tert-butyldimethylsilanyloxy)-3-methylbutyronitrile (172668-98-3) → (1S,2R,6S,10R)-1-(4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-pentadecafluorodecyloxy)-4-(1,2,6,10-tetramethyldodecyloxymethyl)benzene (780773-24-2)

Guidance literature:

Multi-step reaction with 12 steps

1.1: 93 percent / DIBAL / CH₂Cl₂; hexane / 2 h / -20 °C

2.1: 97 percent / sodium borohydride / methanol; H₂O / 1 h / -20 °C

3.1: 88 percent / diethyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 48 h / 20 °C

4.1: 89 percent / m-chloroperbenzoic acid / CH₂Cl₂ / 36 h / 20 °C

5.1: sodium hexamethyldisilazide / tetrahydrofuran / -78 °C

5.2: tetrahydrofuran / -78 °C

6.1: TBAF / tetrahydrofuran / 3 h / 20 °C

7.1: Dess-Martin periodinane / CH₂Cl₂ / 3 h / 20 °C

8.1: sodium hexamethyldisilazide / tetrahydrofuran / 0.5 h / -78 °C

8.2: tetrahydrofuran / 2 h / -78 °C

9.1: TBAF / tetrahydrofuran / 3 h / 20 °C

10.1: Dess-Martin periodinane / CH₂Cl₂ / 3 h / 20 °C

11.1: sodium hexamethyldisilazide / tetrahydrofuran / 0.5 h / -78 °C

11.2: tetrahydrofuran / 5 h / -78 - 20 °C

12.1: 111 mg / hydrazine; copper sulfate / ethanol / 20 h / 70 °C

With sodium tetrahydroborate; copper(I) sulfate; tetrabutyl ammonium fluoride; sodium hexamethyldisilazane; diisobutylaluminium hydride; Dess-Martin periodane; copper(II) sulfate; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; hydrazine; diethylazodicarboxylate; In tetrahydrofuran; methanol; ethanol; hexane; dichloromethane; water; 3.1: Mitsunobu reaction / 5.2: Kocienski-Julia olefination / 7.1: Dess-Martin oxidation / 8.2: Kocienski-Julia olefination / 10.1: Dess-Martin oxidation / 11.2: Wittig reaction;

DOI:10.1021/jo051526a

upstream raw materials:

1-(4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-Pentadecafluoro-decyloxy)-4-((3E,7E)-(1S,2R,6R,10S)-1,2,6,10-tetramethyl-dodeca-3,7,11-trienyloxymethyl)-benzene

(3R)-2-[4-(tert-butyldimethylsilanyloxy)-3-methylbutylsulfanyl]benzothiazole

(3R)-2-[4-(tert-butyldimethylsilanyloxy)-3-methylbutane-1-sulfonyl]benzothiazole

(3S)-5-[4-(tert-butyldimethylsilanyloxy)-3-methylbutane-1-sulfonyl]-1-phenyl-1H-tetrazole