1,1-dimethylethyl -9(S)-<<(4-methylphenyl)sulfonyl>amino>-2,3-O-(1-methylethylidene)-β-D-allo-decofuranosid>uronate

Base Information

• Chemical Name: 1,1-dimethylethyl -9(S)-<<(4-methylphenyl)sulfonyl>amino>-2,3-O-(1-methylethylidene)-β-D-allo-decofuranosid>uronate
• CAS No.: 124288-83-1
• Molecular Formula: C₃₂H₄₅NO₁₁S₂
• Molecular Weight: 683.841

Synonyms:1,1-dimethylethyl -9(S)-<<(4-methylphenyl)sulfonyl>amino>-2,3-O-(1-methylethylidene)-β-D-allo-decofuranosid>uronate

Chemical Property of 1,1-dimethylethyl -9(S)-<<(4-methylphenyl)sulfonyl>amino>-2,3-O-(1-methylethylidene)-β-D-allo-decofuranosid>uronate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1,1-dimethylethyl -9(S)-<<(4-methylphenyl)sulfonyl>amino>-2,3-O-(1-methylethylidene)-β-D-allo-decofuranosid>uronate

There total 10 articles about 1,1-dimethylethyl -9(S)-<<(4-methylphenyl)sulfonyl>amino>-2,3-O-(1-methylethylidene)-β-D-allo-decofuranosid>uronate 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: 63.0%

p-toluenesulfonylanhydride (4124-41-8) + tert-Butyl -β-D-allo-decofuranosid>uronate (124288-82-0,124288-98-8) → 1,1-dimethylethyl -9(S)-<<(4-methylphenyl)sulfonyl>amino>-2,3-O-(1-methylethylidene)-β-D-allo-decofuranosid>uronate (124288-83-1) + (2S,5S)-6-((3aR,4R,6R,6aR)-6-Methoxy-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-2-(toluene-4-sulfonylamino)-5-(toluene-4-sulfonyloxy)-hexanoic acid tert-butyl ester (124288-99-9)

Guidance literature:

With pyridine; at 0 ℃; for 0.666667h;

DOI:10.1021/jo00290a028

Reference yield:

α-N-tosyl-δ-N-carbobenzoxyornthine (110414-90-9) → 1,1-dimethylethyl -9(S)-<<(4-methylphenyl)sulfonyl>amino>-2,3-O-(1-methylethylidene)-β-D-allo-decofuranosid>uronate (124288-83-1)

Guidance literature:

Multi-step reaction with 9 steps

1: 82 percent / CHCl₃ / 22 h / 22 °C

2: 99 percent / H₂ / 10percent Pd/C / methanol / 3102.9 Torr

3: 56 percent / m-CPBA / CH₂Cl₂ / 0.28 h / Heating

4: 86 percent / KF / acetonitrile / 24 h / 22 °C

5: 96 percent / dicyclohexylcarbodiimde, copper(I) chloride / acetonitrile / 16 h / 35 °C

6: 84 percent / zinc dust, acetic acid / tetrahydrofuran / 0.25 h / 45 °C

7: 81 percent / cerium(IV) ammonium nitrate, HNO₃ / ethanol / 0.25 h / -42 °C

8: 80 percent / L-selectride / tetrahydrofuran / 2 h / -78 °C

9: pyridine / 1 h / 0 °C

With pyridine; potassium fluoride; ammonium cerium(IV) nitrate; hydrogen; nitric acid; L-Selectride; acetic acid; 3-chloro-benzenecarboperoxoic acid; dicyclohexyl-carbodiimide; copper(l) chloride; zinc; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; chloroform; acetonitrile;

DOI:10.1021/jo00290a028

Reference yield:

1,1-dimethylethyl (S)-2-<<(4-methylphenyl)sulfonyl>-amino>-5-<<(phenylmethoxy)carbonyl>amino>pentanoate (124288-73-9) → 1,1-dimethylethyl -9(S)-<<(4-methylphenyl)sulfonyl>amino>-2,3-O-(1-methylethylidene)-β-D-allo-decofuranosid>uronate (124288-83-1)

Guidance literature:

Multi-step reaction with 8 steps

1: 99 percent / H₂ / 10percent Pd/C / methanol / 3102.9 Torr

2: 56 percent / m-CPBA / CH₂Cl₂ / 0.28 h / Heating

3: 86 percent / KF / acetonitrile / 24 h / 22 °C

4: 96 percent / dicyclohexylcarbodiimde, copper(I) chloride / acetonitrile / 16 h / 35 °C

5: 84 percent / zinc dust, acetic acid / tetrahydrofuran / 0.25 h / 45 °C

6: 81 percent / cerium(IV) ammonium nitrate, HNO₃ / ethanol / 0.25 h / -42 °C

7: 80 percent / L-selectride / tetrahydrofuran / 2 h / -78 °C

8: pyridine / 1 h / 0 °C

With pyridine; potassium fluoride; ammonium cerium(IV) nitrate; hydrogen; nitric acid; L-Selectride; acetic acid; 3-chloro-benzenecarboperoxoic acid; dicyclohexyl-carbodiimide; copper(l) chloride; zinc; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; acetonitrile;

DOI:10.1021/jo00290a028

upstream raw materials:

p-toluenesulfonylanhydride

tert-Butyl -β-D-allo-decofuranosid>uronate

(3aR,4S,6R,6aR)-tetrahydro-6-methoxy-2,2-dimethylfuro-[3,4-d][1,3]dioxole-4-carbaldehyde

1,1-dimethylethyl (S)-5-amino-2-<<(4-methylphenyl)sulfonyl>-amino>pentanoate

Downstream raw materials:

1,1-dimethylethyl 6(S)-azido-5,6,7,8,9-pentadeoxy-9(S)-<<(4-methylphenyl)sulfonyl>amino>-1,2,3-tri-O-acetyl-β-D-ribo-decofuranuronate

(2S,5S)-5-Azido-2-(toluene-4-sulfonylamino)-6-((2R,3R,4R,5R)-3,4,5-triacetoxy-tetrahydro-furan-2-yl)-hexanoic acid tert-butyl ester

(2S,5S)-5-Amino-6-[(2R,3S,4R,5R)-5-(6-amino-purin-9-yl)-3,4-dihydroxy-tetrahydro-furan-2-yl]-2-(toluene-4-sulfonylamino)-hexanoic acid; compound with trifluoro-acetic acid

(2S,5S)-5-Azido-6-[(2R,3R,4R,5R)-3,4-diacetoxy-5-(6-octanoylamino-purin-9-yl)-tetrahydro-furan-2-yl]-2-(toluene-4-sulfonylamino)-hexanoic acid tert-butyl 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 124288-83-1 1,1-dimethylethyl -9(S)-<<(4-methylphenyl)sulfonyl>amino>-2,3-O-(1-methylethylidene)-β-D-allo-decofuranosid>uronate

Send

Send

Metric Ton KG G Pound L ML

Send

Send