methyl 4,7,8,9-tetra-O-acetyl-2,6-anhydro-5-azido-3,5-dideoxy-2-thio-D-glycero-α-D-galacto-non-2-enonate

Base Information

• Chemical Name: methyl 4,7,8,9-tetra-O-acetyl-2,6-anhydro-5-azido-3,5-dideoxy-2-thio-D-glycero-α-D-galacto-non-2-enonate
• CAS No.: 136737-08-1
• Molecular Formula: C₁₈H₂₃N₃O₁₁
• Molecular Weight: 457.394

Synonyms:methyl 4,7,8,9-tetra-O-acetyl-2,6-anhydro-5-azido-3,5-dideoxy-2-thio-D-glycero-α-D-galacto-non-2-enonate

Chemical Property of methyl 4,7,8,9-tetra-O-acetyl-2,6-anhydro-5-azido-3,5-dideoxy-2-thio-D-glycero-α-D-galacto-non-2-enonate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 4,7,8,9-tetra-O-acetyl-2,6-anhydro-5-azido-3,5-dideoxy-2-thio-D-glycero-α-D-galacto-non-2-enonate

There total 7 articles about methyl 4,7,8,9-tetra-O-acetyl-2,6-anhydro-5-azido-3,5-dideoxy-2-thio-D-glycero-α-D-galacto-non-2-enonate 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: 93.0%

4-methoxyphenyl 2,3,4-tri-O-benzyl-β-D-galactopyranoside (129163-33-3) + 4-acetoxy-5-azido-2-p-tolylsulfanyl-6-(1,2,3-triacetoxy-propyl)-tetrahydro-pyran-2-carboxylic acid methyl ester → 4-methoxyphenyl (methyl 4,7,8,9-tetra-O-acetyl-5-azido-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranosylonate)-(2→6)-2,3,4-tri-O-benzyl-β-D-galacotopyranoside (1415252-10-6) + 4-methoxyphenyl (methyl 4,7,8,9-tetra-O-acetyl-5-azido-3,5-dideoxy-D-glycero-β-D-galacto-non-2-ulopyranosylonate)-(2→6)-2,3,4-tri-O-benzyl-β-D-galacotopyranoside (1415252-11-7) + methyl 4,7,8,9-tetra-O-acetyl-2,6-anhydro-5-azido-3,5-dideoxy-2-thio-D-glycero-α-D-galacto-non-2-enonate (136737-08-1)

Guidance literature:

With N-iodo-succinimide; trifluorormethanesulfonic acid; In acetonitrile; at -40 ℃; for 1h; Overall yield = 87 %; Molecular sieve; Inert atmosphere;

DOI:10.1016/j.carres.2012.08.007

Reference yield:

4-acetoxy-5-azido-2-p-tolylsulfanyl-6-(1,2,3-triacetoxy-propyl)-tetrahydro-pyran-2-carboxylic acid methyl ester + 2-(trimethylsilyl)ethyl 2-O-benzoyl-4,6-O-benzylidene-β-D-galactopyranoside (172361-31-8) → 2-(trimethylsilyl)ethyl (methyl 4,7,8,9-tetra-O-acetyl-5-azido-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranosylonate)-(2→3)-2-O-benzoyl-4,6-O-benzylidene-β-D-galacotopyranoside (1415252-23-1) + 2-(trimethylsilyl)ethyl (methyl 4,7,8,9-tetra-O-acetyl-5-azido-3,5-dideoxy-D-glycero-β-D-galacto-non-2-ulopyranosylonate)-(2→3)-2-O-benzoyl-4,6-O-benzylidene-β-D-galacotopyranoside (1415252-24-2) + methyl 4,7,8,9-tetra-O-acetyl-2,6-anhydro-5-azido-3,5-dideoxy-2-thio-D-glycero-α-D-galacto-non-2-enonate (136737-08-1)

Guidance literature:

With N-iodo-succinimide; trifluorormethanesulfonic acid; In acetonitrile; at -40 ℃; for 1h; Overall yield = 71 %; Molecular sieve; Inert atmosphere;

DOI:10.1016/j.carres.2012.08.007

Reference yield:

4-methoxyphenyl 2,6-di-O-benzyl-β-D-galactopyranoside (159922-50-6) + 4-acetoxy-5-azido-2-p-tolylsulfanyl-6-(1,2,3-triacetoxy-propyl)-tetrahydro-pyran-2-carboxylic acid methyl ester → 4-methoxyphenyl (methyl 4,7,8,9-tetra-O-acetyl-5-azido-3,5-dideoxy-d-glycero-α-D-galacto-non-2-ulopyranosylonate)-(2→3)-2,6-di-O-benzyl-β-D-galacotopyranoside (1415252-17-3) + 4-methoxyphenyl (methyl 4,7,8,9-tetra-O-acetyl-5-azido-3,5-dideoxy-D-glycero-β-D-galacto-non-2-ulopyranosylonate)-(2→3)-2,6-di-O-benzyl-β-D-galacotopyranoside (1415252-18-4) + methyl 4,7,8,9-tetra-O-acetyl-2,6-anhydro-5-azido-3,5-dideoxy-2-thio-D-glycero-α-D-galacto-non-2-enonate (136737-08-1)

Guidance literature:

With N-iodo-succinimide; trifluorormethanesulfonic acid; In acetonitrile; at -40 ℃; for 1h; Overall yield = 81 %; Molecular sieve; Inert atmosphere;

DOI:10.1016/j.carres.2012.08.007

upstream raw materials:

cyclohexanol

(2R,4S,5R,6R)-4-Acetoxy-5-azido-2-dodecylsulfanyl-6-((1S,2R)-1,2,3-triacetoxy-propyl)-tetrahydro-pyran-2-carboxylic acid methyl ester

4-methoxyphenyl 2,3,4-tri-O-benzyl-β-D-galactopyranoside

4-methoxyphenyl 2,6-di-O-benzyl-β-D-galactopyranoside

Downstream raw materials:

methyl 4-O-acetyl-2,6-anhydro-5-azido-9-O-benzyl-3,5-dideoxy-D-glycero-α-D-galacto-non-2-enonate

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 136737-08-1 methyl 4,7,8,9-tetra-O-acetyl-2,6-anhydro-5-azido-3,5-dideoxy-2-thio-D-glycero-α-D-galacto-non-2-enonate

Send

Send

Metric Ton KG G Pound L ML

Send

Send