methyl 2,3-anhydro-4-bromo-4-deoxy-6-O-trityl-α-D-gulopyranoside

Base Information

• Chemical Name: methyl 2,3-anhydro-4-bromo-4-deoxy-6-O-trityl-α-D-gulopyranoside
• CAS No.: 118360-83-1
• Molecular Formula: C₂₆H₂₅BrO₄
• Molecular Weight: 481.386
• Mol file: 118360-83-1.mol

Synonyms:methyl 2,3-anhydro-4-bromo-4-deoxy-6-O-trityl-α-D-gulopyranoside

Chemical Property of methyl 2,3-anhydro-4-bromo-4-deoxy-6-O-trityl-α-D-gulopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 2,3-anhydro-4-bromo-4-deoxy-6-O-trityl-α-D-gulopyranoside

There total 6 articles about methyl 2,3-anhydro-4-bromo-4-deoxy-6-O-trityl-α-D-gulopyranoside 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%

methyl 2,4-dibromo-2,4-dideoxy-6-O-triphenylmethyl-α-D-idopyranoside (118360-82-0) → methyl 2,3-anhydro-4-bromo-4-deoxy-6-O-trityl-α-D-gulopyranoside (118360-83-1)

Guidance literature:

With sodium methylate; In methanol;

DOI:10.1246/bcsj.65.2974

Reference yield: 80.0%

methyl 3,4-anhydro-2-O-mesyl-6-O-trityl-α-D-altropyranoside (118360-80-8) → methyl 2,3-anhydro-4-bromo-4-deoxy-6-O-trityl-α-D-gulopyranoside (118360-83-1)

Guidance literature:

With lithium bromide; In 1,4-dioxane; at 110 ℃; for 72h;

DOI:10.1246/bcsj.65.2974

Reference yield:

trityl chloride (76-83-5) → methyl 2,3-anhydro-4-bromo-4-deoxy-6-O-trityl-α-D-gulopyranoside (118360-83-1)

Guidance literature:

Multi-step reaction with 4 steps

1: 4-dimethylaminopyridine, pyridine / 24 h / 25 °C

2: 8 h / 25 °C

3: NaOMe / methanol; dioxane / 14 h / 25 °C

4: 80 percent / LiBr / dioxane / 72 h / 110 °C

With pyridine; dmap; sodium methylate; lithium bromide; In 1,4-dioxane; methanol;

DOI:10.1246/bcsj.65.2974

upstream raw materials:

methyl 2,4-dibromo-2,4-dideoxy-6-O-triphenylmethyl-α-D-idopyranoside

methyl 3,4-anhydro-2-O-mesyl-6-O-trityl-α-D-altropyranoside

trityl chloride

methyl 2,3-di-O-mesyl-6-O-trityl-α-D-mannopyranoside

Downstream raw materials:

(2R,3S,5S,6S)-3-Benzyloxy-6-methoxy-5-methyl-2-trityloxymethyl-tetrahydro-pyran

methyl 2,4-dideoxy-2-C-methyl-6-O-(triphenylmethyl)-α-D-arabino-hexopyranoside

methyl 4-O-benzyl-2,3-dideoxy-2-C-methyl-α-D-arabino-hexopyranoside

methyl 2,3-dideoxy-2-C-methyl-6-O-(triphenylmethyl)-α-D-arabino-hexopyranoside