Toluene-4-sulfonic acid (S)-2-{(2R,5R)-5-[(R)-3-((4R,5R)-2,2-dimethyl-5-tetradecyl-[1,3]dioxolan-4-yl)-1-hydroxy-propyl]-tetrahydro-furan-2-yl}-2-hydroxy-ethyl ester

Base Information

• Chemical Name: Toluene-4-sulfonic acid (S)-2-{(2R,5R)-5-[(R)-3-((4R,5R)-2,2-dimethyl-5-tetradecyl-[1,3]dioxolan-4-yl)-1-hydroxy-propyl]-tetrahydro-furan-2-yl}-2-hydroxy-ethyl ester
• CAS No.: 172703-53-6
• Molecular Formula: C₃₅H₆₀O₈S
• Molecular Weight: 640.923

Synonyms:

Chemical Property of Toluene-4-sulfonic acid (S)-2-{(2R,5R)-5-[(R)-3-((4R,5R)-2,2-dimethyl-5-tetradecyl-[1,3]dioxolan-4-yl)-1-hydroxy-propyl]-tetrahydro-furan-2-yl}-2-hydroxy-ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Toluene-4-sulfonic acid (S)-2-{(2R,5R)-5-[(R)-3-((4R,5R)-2,2-dimethyl-5-tetradecyl-[1,3]dioxolan-4-yl)-1-hydroxy-propyl]-tetrahydro-furan-2-yl}-2-hydroxy-ethyl ester

There total 21 articles about Toluene-4-sulfonic acid (S)-2-{(2R,5R)-5-[(R)-3-((4R,5R)-2,2-dimethyl-5-tetradecyl-[1,3]dioxolan-4-yl)-1-hydroxy-propyl]-tetrahydro-furan-2-yl}-2-hydroxy-ethyl 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: 90.0%

2,2-dimethoxy-propane (77-76-9) + Toluene-4-sulfonic acid (S)-2-hydroxy-2-[(2R,5R)-5-((1R,4R,5R)-1,4,5-trihydroxy-nonadecyl)-tetrahydro-furan-2-yl]-ethyl ester (172703-35-4) → Toluene-4-sulfonic acid (S)-2-{(2R,5R)-5-[(R)-3-((4R,5R)-2,2-dimethyl-5-tetradecyl-[1,3]dioxolan-4-yl)-1-hydroxy-propyl]-tetrahydro-furan-2-yl}-2-hydroxy-ethyl ester (172703-53-6)

Guidance literature:

With camphor-10-sulfonic acid; for 1h;

DOI:10.1016/0040-4039(95)02007-C

Reference yield:

heptadec-2-yl-1-ol (2833-98-9) → Toluene-4-sulfonic acid (S)-2-{(2R,5R)-5-[(R)-3-((4R,5R)-2,2-dimethyl-5-tetradecyl-[1,3]dioxolan-4-yl)-1-hydroxy-propyl]-tetrahydro-furan-2-yl}-2-hydroxy-ethyl ester (172703-53-6)

Guidance literature:

Multi-step reaction with 11 steps

1: 92 percent / LiAlH₄ / tetrahydrofuran / 3 h / 20 °C

2: 91 percent / PBr₃ / diethyl ether / 1 h / 0 °C

3: 92 percent / HMPA / tetrahydrofuran / 2 h / 20 °C

4: n-BuLi / 20 °C

5: TBAF / tetrahydrofuran / 1 h / 0 °C

6: 86 percent / Li-NH₃, NaH / 3 h / -35 °C

7: 94 percent / Ti(Oi-Pr)4, t-BuOOH / CH₂Cl₂ / 6 h / -20 °C

8: 80 percent / pyridine / 0 °C

9: 91 percent / AD-Mix-β / 24 h / 0 °C

10: 92 percent / CSA / CH₂Cl₂ / 1 h / 20 °C

11: 90 percent / CSA / 1 h

With titanium(IV) isopropylate; tert.-butylhydroperoxide; N,N,N,N,N,N-hexamethylphosphoric triamide; lithium aluminium tetrahydride; n-butyllithium; AD-mix-β; camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; ammonia; phosphorus tribromide; lithium; sodium hydride; In tetrahydrofuran; pyridine; diethyl ether; dichloromethane;

DOI:10.1016/0040-4039(95)02007-C

Reference yield:

1-Bromotetradecane (112-71-0) → Toluene-4-sulfonic acid (S)-2-{(2R,5R)-5-[(R)-3-((4R,5R)-2,2-dimethyl-5-tetradecyl-[1,3]dioxolan-4-yl)-1-hydroxy-propyl]-tetrahydro-furan-2-yl}-2-hydroxy-ethyl ester (172703-53-6)

Guidance literature:

Multi-step reaction with 12 steps

1: 1.) n-BuLi, 2.) HMPA / 1.) THF, -78 deg C to -20 deg C, 1 h; 2.) 20 deg C, overnight

2: 92 percent / LiAlH₄ / tetrahydrofuran / 3 h / 20 °C

3: 91 percent / PBr₃ / diethyl ether / 1 h / 0 °C

4: 92 percent / HMPA / tetrahydrofuran / 2 h / 20 °C

5: n-BuLi / 20 °C

6: TBAF / tetrahydrofuran / 1 h / 0 °C

7: 86 percent / Li-NH₃, NaH / 3 h / -35 °C

8: 94 percent / Ti(Oi-Pr)4, t-BuOOH / CH₂Cl₂ / 6 h / -20 °C

9: 80 percent / pyridine / 0 °C

10: 91 percent / AD-Mix-β / 24 h / 0 °C

11: 92 percent / CSA / CH₂Cl₂ / 1 h / 20 °C

12: 90 percent / CSA / 1 h

With titanium(IV) isopropylate; tert.-butylhydroperoxide; N,N,N,N,N,N-hexamethylphosphoric triamide; lithium aluminium tetrahydride; n-butyllithium; AD-mix-β; camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; ammonia; phosphorus tribromide; lithium; sodium hydride; In tetrahydrofuran; pyridine; diethyl ether; dichloromethane;

DOI:10.1016/0040-4039(95)02007-C

upstream raw materials:

2,2-dimethoxy-propane

Toluene-4-sulfonic acid (S)-2-hydroxy-2-[(2R,5R)-5-((1R,4R,5R)-1,4,5-trihydroxy-nonadecyl)-tetrahydro-furan-2-yl]-ethyl ester

1-Bromotetradecane

heptadec-2-yl-1-ol

Post a RFQ

Cas No.:

Product Name:

Quantity:

Please select Metric Ton KG G Pound L ML

Email:

Company name:

Valid Period:

Detailed Requirements:

• Sample
• MOQ
• GMP
• FDA
• Price
  FOB CIF CFR EXW
• Urgent purchase

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

Remove

Submit

1

What can I do for you?
Get Best Price

Get Best Price for 172703-53-6 Toluene-4-sulfonic acid (S)-2-{(2R,5R)-5-[(R)-3-((4R,5R)-2,2-dimethyl-5-tetradecyl-[1,3]dioxolan-4-yl)-1-hydroxy-propyl]-tetrahydro-furan-2-yl}-2-hydroxy-ethyl ester

Send

Send

Metric Ton KG G Pound L ML

Send

Send