4-Methyl-benzenesulfinic acid [(S)-3-{2-[(S)-3-(tert-butyl-diphenyl-silanyloxy)-2-(4-methoxy-benzyloxy)-propyl]-thiazol-4-yl}-but-(E)-ylidene]-amide

Base Information

• Chemical Name: 4-Methyl-benzenesulfinic acid [(S)-3-{2-[(S)-3-(tert-butyl-diphenyl-silanyloxy)-2-(4-methoxy-benzyloxy)-propyl]-thiazol-4-yl}-but-(E)-ylidene]-amide
• CAS No.: 693790-17-9
• Molecular Formula: C₄₁H₄₈N₂O₄S₂Si
• Molecular Weight: 725.061

Synonyms:4-Methyl-benzenesulfinic acid [(S)-3-{2-[(S)-3-(tert-butyl-diphenyl-silanyloxy)-2-(4-methoxy-benzyloxy)-propyl]-thiazol-4-yl}-but-(E)-ylidene]-amide

Chemical Property of 4-Methyl-benzenesulfinic acid [(S)-3-{2-[(S)-3-(tert-butyl-diphenyl-silanyloxy)-2-(4-methoxy-benzyloxy)-propyl]-thiazol-4-yl}-but-(E)-ylidene]-amide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-Methyl-benzenesulfinic acid [(S)-3-{2-[(S)-3-(tert-butyl-diphenyl-silanyloxy)-2-(4-methoxy-benzyloxy)-propyl]-thiazol-4-yl}-but-(E)-ylidene]-amide

There total 13 articles about 4-Methyl-benzenesulfinic acid [(S)-3-{2-[(S)-3-(tert-butyl-diphenyl-silanyloxy)-2-(4-methoxy-benzyloxy)-propyl]-thiazol-4-yl}-but-(E)-ylidene]-amide 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: 64.0%

(S)-3-{2-[(S)-3-(tert-butyldiphenylsilanyloxy)-2-(4-methoxybenzyloxy)propyl]thiazol-4-yl}butyraldehyde (693790-00-0) + (R)-p-toluenesulfinamide (247089-85-6) → 4-Methyl-benzenesulfinic acid [(S)-3-{2-[(S)-3-(tert-butyl-diphenyl-silanyloxy)-2-(4-methoxy-benzyloxy)-propyl]-thiazol-4-yl}-but-(E)-ylidene]-amide (693790-17-9)

Guidance literature:

With titanium(IV) tetraethanolate; In dichloromethane; for 4h; Heating;

DOI:10.1139/v03-199

Reference yield:

(S)-4-(tert-butyldiphenylsilanyloxy)-3-(4-methoxybenzyloxy)thiobutyramide (693790-08-8) → 4-Methyl-benzenesulfinic acid [(S)-3-{2-[(S)-3-(tert-butyl-diphenyl-silanyloxy)-2-(4-methoxy-benzyloxy)-propyl]-thiazol-4-yl}-but-(E)-ylidene]-amide (693790-17-9)

Guidance literature:

Multi-step reaction with 7 steps

1: 73 percent / 2,6-lutidine / CH₂Cl₂ / 14 h / 20 °C

2: 87 percent / (CF₃CO)2O; pyridine / CH₂Cl₂ / 0.33 h / -30 °C

3: 92 percent / AcOH / tetrahydrofuran; H₂O / 14 h / 20 °C

4: 96 percent / Et₃N / CH₂Cl₂ / 1 h / 0 °C

5: 80 percent / dimethylsulfoxide / 5 h / 60 °C

6: 85 percent / DIBAK-H / toluene / 3 h / 0 °C

7: 64 percent / Ti(OEt)4 / CH₂Cl₂ / 4 h / Heating

With pyridine; 2,6-dimethylpyridine; titanium(IV) tetraethanolate; DIBAK-H; acetic acid; triethylamine; trifluoroacetic anhydride; In tetrahydrofuran; dichloromethane; water; dimethyl sulfoxide; toluene;

DOI:10.1139/v03-199

Reference yield:

(S)-4-(tert-butyldiphenylsilanyloxy)-3-(4-methoxybenzyloxy)butyric acid (693790-33-9) → 4-Methyl-benzenesulfinic acid [(S)-3-{2-[(S)-3-(tert-butyl-diphenyl-silanyloxy)-2-(4-methoxy-benzyloxy)-propyl]-thiazol-4-yl}-but-(E)-ylidene]-amide (693790-17-9)

Guidance literature:

Multi-step reaction with 9 steps

1.1: ethyl chloroformate; Et₃N / tetrahydrofuran / 0 - 20 °C

1.2: 93 percent / aq. NH₄OH / tetrahydrofuran / 0 - 20 °C

2.1: 99 percent / Lawesson's reagent / diisopropyl ether / 0.5 h / 20 °C

3.1: 73 percent / 2,6-lutidine / CH₂Cl₂ / 14 h / 20 °C

4.1: 87 percent / (CF₃CO)2O; pyridine / CH₂Cl₂ / 0.33 h / -30 °C

5.1: 92 percent / AcOH / tetrahydrofuran; H₂O / 14 h / 20 °C

6.1: 96 percent / Et₃N / CH₂Cl₂ / 1 h / 0 °C

7.1: 80 percent / dimethylsulfoxide / 5 h / 60 °C

8.1: 85 percent / DIBAK-H / toluene / 3 h / 0 °C

9.1: 64 percent / Ti(OEt)4 / CH₂Cl₂ / 4 h / Heating

With Lawessons reagent; pyridine; 2,6-dimethylpyridine; titanium(IV) tetraethanolate; DIBAK-H; chloroformic acid ethyl ester; acetic acid; triethylamine; trifluoroacetic anhydride; In tetrahydrofuran; dichloromethane; di-isopropyl ether; water; dimethyl sulfoxide; toluene;

DOI:10.1139/v03-199

upstream raw materials:

(S)-3-{2-[(S)-3-(tert-butyldiphenylsilanyloxy)-2-(4-methoxybenzyloxy)propyl]thiazol-4-yl}butyraldehyde

(R)-p-toluenesulfinamide

(S)-4-(tert-butyldiphenylsilanyloxy)-3-(4-methoxybenzyloxy)thiobutyramide

(S)-4-(tert-butyldiphenylsilanyloxy)-3-(4-methoxybenzyloxy)butyramide

Downstream raw materials:

(3R,5S)-5-{2-[(S)-3-(tert-Butyl-diphenyl-silanyloxy)-2-(4-methoxy-benzyloxy)-propyl]-thiazol-4-yl}-3-((R)-toluene-4-sulfinylamino)-hexanoic acid (E)-(S)-4-iodo-1,3-dimethyl-but-3-enyl ester

(3R,5S)-5-{2-[(S)-3-(tert-butyldimethylsilanyloxy)-2-(4-methoxybenzyloxy)propyl]thiazol-4-yl}-3-(2,2,2-trichloro-1,1-dimethylethoxycarbonylamino)hexanoic acid (E)-(S)-4-iodo-1,3-dimethylbut-3-enyl ester

(3R,5S)-5-{2-[(S)-3-(tert-butyldimethylsilanyloxy)-2-hydroxypropyl]thiazol-4-yl}-3-(2,2,2-trichloro-1,1-dimethylethoxycarbonylamino)hexanoic acid (E)-(S)-4-iodo-1,3-dimethylbut-3-enyl ester

(3R,5S)-3-amino-5-{2-[(S)-3-(tert-butyldimethylsilanyloxy)-2-(4-methoxybenzyloxy)propyl]thiazol-4-yl}hexanoic acid (E)-(S)-4-iodo-1,3-dimethylbut-3-enyl ester

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 693790-17-9 4-Methyl-benzenesulfinic acid [(S)-3-{2-[(S)-3-(tert-butyl-diphenyl-silanyloxy)-2-(4-methoxy-benzyloxy)-propyl]-thiazol-4-yl}-but-(E)-ylidene]-amide

Send

Send

Metric Ton KG G Pound L ML

Send

Send