Toluene-4-sulfonic acid (1S,3S,7S,10R,11S,12S,16S)-7,11-dihydroxy-8,8,10,12-tetramethyl-3-[(E)-1-methyl-2-(2-methyl-thiazol-4-yl)-vinyl]-5,9-dioxo-4,17-dioxa-bicyclo[14.1.0]heptadec-16-ylmethyl ester

Base Information

• Chemical Name: Toluene-4-sulfonic acid (1S,3S,7S,10R,11S,12S,16S)-7,11-dihydroxy-8,8,10,12-tetramethyl-3-[(E)-1-methyl-2-(2-methyl-thiazol-4-yl)-vinyl]-5,9-dioxo-4,17-dioxa-bicyclo[14.1.0]heptadec-16-ylmethyl ester
• CAS No.: 209261-02-9
• Molecular Formula: C₃₄H₄₇NO₉S₂
• Molecular Weight: 677.88

Synonyms:Toluene-4-sulfonic acid (1S,3S,7S,10R,11S,12S,16S)-7,11-dihydroxy-8,8,10,12-tetramethyl-3-[(E)-1-methyl-2-(2-methyl-thiazol-4-yl)-vinyl]-5,9-dioxo-4,17-dioxa-bicyclo[14.1.0]heptadec-16-ylmethyl ester

Chemical Property of Toluene-4-sulfonic acid (1S,3S,7S,10R,11S,12S,16S)-7,11-dihydroxy-8,8,10,12-tetramethyl-3-[(E)-1-methyl-2-(2-methyl-thiazol-4-yl)-vinyl]-5,9-dioxo-4,17-dioxa-bicyclo[14.1.0]heptadec-16-ylmethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Toluene-4-sulfonic acid (1S,3S,7S,10R,11S,12S,16S)-7,11-dihydroxy-8,8,10,12-tetramethyl-3-[(E)-1-methyl-2-(2-methyl-thiazol-4-yl)-vinyl]-5,9-dioxo-4,17-dioxa-bicyclo[14.1.0]heptadec-16-ylmethyl ester

There total 5 articles about Toluene-4-sulfonic acid (1S,3S,7S,10R,11S,12S,16S)-7,11-dihydroxy-8,8,10,12-tetramethyl-3-[(E)-1-methyl-2-(2-methyl-thiazol-4-yl)-vinyl]-5,9-dioxo-4,17-dioxa-bicyclo[14.1.0]heptadec-16-ylmethyl 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: 85.0%

p-toluenesulfonyl chloride (98-59-9) + (1S,3S,7S,10R,11S,12S,16S)-7,11-Dihydroxy-16-hydroxymethyl-8,8,10,12-tetramethyl-3-[(E)-1-methyl-2-(2-methyl-thiazol-4-yl)-vinyl]-4,17-dioxa-bicyclo[14.1.0]heptadecane-5,9-dione (201136-80-3) → Toluene-4-sulfonic acid (1S,3S,7S,10R,11S,12S,16S)-7,11-dihydroxy-8,8,10,12-tetramethyl-3-[(E)-1-methyl-2-(2-methyl-thiazol-4-yl)-vinyl]-5,9-dioxo-4,17-dioxa-bicyclo[14.1.0]heptadec-16-ylmethyl ester (209261-02-9)

Guidance literature:

With dmap; triethylamine; In dichloromethane; at 0 ℃; for 1h;

DOI:10.1016/S0040-4020(98)00352-4

Reference yield:

(E)-(4S,7R,8S,9S,16S)-4,8-Dihydroxy-13-hydroxymethyl-5,5,7,9-tetramethyl-16-[(E)-1-methyl-2-(2-methyl-thiazol-4-yl)-vinyl]-oxacyclohexadec-13-ene-2,6-dione (201136-64-3) → Toluene-4-sulfonic acid (1S,3S,7S,10R,11S,12S,16S)-7,11-dihydroxy-8,8,10,12-tetramethyl-3-[(E)-1-methyl-2-(2-methyl-thiazol-4-yl)-vinyl]-5,9-dioxo-4,17-dioxa-bicyclo[14.1.0]heptadec-16-ylmethyl ester (209261-02-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 71 percent / (+)-diethyl-L-tartrate, titanium isopropoxide, t-butyl hydroperoxide / CH₂Cl₂; decane / 2 h / -30 °C

2: 85 percent / Et₃N, 4-dimethylaminopyridine / CH₂Cl₂ / 1 h / 0 °C

With titanium(IV) isopropylate; tert.-butylhydroperoxide; dmap; diethyl L-tartrate; triethylamine; In decane; dichloromethane;

DOI:10.1016/S0040-4020(98)00352-4

Reference yield:

(12E,16E)-(3S,6R,7S,8S,15S)-3,7-Bis-(tert-butyl-dimethyl-silanyloxy)-15-hydroxy-4,4,6,8,16-pentamethyl-17-(2-methyl-thiazol-4-yl)-5-oxo-12-trityloxymethyl-heptadeca-12,16-dienoic acid (201136-77-8) → Toluene-4-sulfonic acid (1S,3S,7S,10R,11S,12S,16S)-7,11-dihydroxy-8,8,10,12-tetramethyl-3-[(E)-1-methyl-2-(2-methyl-thiazol-4-yl)-vinyl]-5,9-dioxo-4,17-dioxa-bicyclo[14.1.0]heptadec-16-ylmethyl ester (209261-02-9)

Guidance literature:

Multi-step reaction with 4 steps

1: 1.) Et₃N, 2,4,6-trichlorobenzoyl chloride, 2.) 4-dimethylaminopyridine / 1.) THF, 0 deg C, 1 h, 2.) THF, toluene, 75 deg C, 3 h

2: 78 percent / HF*pyridine / tetrahydrofuran / 24 h / Ambient temperature

3: 71 percent / (+)-diethyl-L-tartrate, titanium isopropoxide, t-butyl hydroperoxide / CH₂Cl₂; decane / 2 h / -30 °C

4: 85 percent / Et₃N, 4-dimethylaminopyridine / CH₂Cl₂ / 1 h / 0 °C

With titanium(IV) isopropylate; tert.-butylhydroperoxide; dmap; diethyl L-tartrate; 2,4,6-trichlorobenzoyl chloride; pyridine hydrogenfluoride; triethylamine; In tetrahydrofuran; decane; dichloromethane;

DOI:10.1016/S0040-4020(98)00352-4

upstream raw materials:

p-toluenesulfonyl chloride

(1S,3S,7S,10R,11S,12S,16S)-7,11-Dihydroxy-16-hydroxymethyl-8,8,10,12-tetramethyl-3-[(E)-1-methyl-2-(2-methyl-thiazol-4-yl)-vinyl]-4,17-dioxa-bicyclo[14.1.0]heptadecane-5,9-dione

(E)-(4S,7R,8S,9S,16S)-4,8-Dihydroxy-13-hydroxymethyl-5,5,7,9-tetramethyl-16-[(E)-1-methyl-2-(2-methyl-thiazol-4-yl)-vinyl]-oxacyclohexadec-13-ene-2,6-dione

(12E,16E)-(3S,6R,7S,8S,15S)-3,7-Bis-(tert-butyl-dimethyl-silanyloxy)-15-hydroxy-4,4,6,8,16-pentamethyl-17-(2-methyl-thiazol-4-yl)-5-oxo-12-trityloxymethyl-heptadeca-12,16-dienoic acid

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 209261-02-9 Toluene-4-sulfonic acid (1S,3S,7S,10R,11S,12S,16S)-7,11-dihydroxy-8,8,10,12-tetramethyl-3-[(E)-1-methyl-2-(2-methyl-thiazol-4-yl)-vinyl]-5,9-dioxo-4,17-dioxa-bicyclo[14.1.0]heptadec-16-ylmethyl ester

Send

Send

Metric Ton KG G Pound L ML

Send

Send