4'-monomethoxytrityl 6-O-acetyl-2,3,4-tri-O-benzyl-1-thio-1-deoxy-α-D-glucopyranoside

Base Information

• Chemical Name: 4'-monomethoxytrityl 6-O-acetyl-2,3,4-tri-O-benzyl-1-thio-1-deoxy-α-D-glucopyranoside
• CAS No.: 1393083-70-9
• Molecular Formula: C₄₉H₄₈O₇S
• Molecular Weight: 780.982

Synonyms:4'-monomethoxytrityl 6-O-acetyl-2,3,4-tri-O-benzyl-1-thio-1-deoxy-α-D-glucopyranoside

Chemical Property of 4'-monomethoxytrityl 6-O-acetyl-2,3,4-tri-O-benzyl-1-thio-1-deoxy-α-D-glucopyranoside

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Technology Process of 4'-monomethoxytrityl 6-O-acetyl-2,3,4-tri-O-benzyl-1-thio-1-deoxy-α-D-glucopyranoside

There total 2 articles about 4'-monomethoxytrityl 6-O-acetyl-2,3,4-tri-O-benzyl-1-thio-1-deoxy-α-D-glucopyranoside 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: 97.0%

4'-monomethoxytrityl 2,3,4-tri-O-benzyl-1-thio-1-deoxy-α-D-glucopyranoside (1393083-69-6) + acetic anhydride (108-24-7) → 4'-monomethoxytrityl 6-O-acetyl-2,3,4-tri-O-benzyl-1-thio-1-deoxy-α-D-glucopyranoside (1393083-70-9)

Guidance literature:

With pyridine; at 20 ℃;

DOI:10.1016/j.tetlet.2012.05.159

Reference yield:

1,6-anhydro-2,3,4-tri-O-benzyl-β-D-glucopyranose (10548-46-6) + 4-monomethoxytriphenylmethanethiol (383401-03-4) → 4'-monomethoxytrityl 6-O-acetyl-2,3,4-tri-O-benzyl-1-thio-1-deoxy-α-D-glucopyranoside (1393083-70-9)

Guidance literature:

Multi-step reaction with 2 steps

1: trimethylsilyl trifluoromethanesulfonate / dichloromethane / 24 h / 0 - 40 °C

2: pyridine / 20 °C

With pyridine; trimethylsilyl trifluoromethanesulfonate; In dichloromethane;

DOI:10.1016/j.tetlet.2012.05.159

Reference yield: 83.0%

4'-monomethoxytrityl 6-O-acetyl-2,3,4-tri-O-benzyl-1-thio-1-deoxy-α-D-glucopyranoside (1393083-70-9) → 6-O-acetyl-2,3,4-tri-O-benzyl-1-deoxy-1-thio-α-D-glucopyranose (1393083-66-3)

Guidance literature:

With triethylsilane; trifluoroacetic acid; In dichloromethane;

DOI:10.1016/j.tetlet.2012.05.159

upstream raw materials:

4'-monomethoxytrityl 2,3,4-tri-O-benzyl-1-thio-1-deoxy-α-D-glucopyranoside

acetic anhydride

1,6-anhydro-2,3,4-tri-O-benzyl-β-D-glucopyranose

4-monomethoxytriphenylmethanethiol

Downstream raw materials:

6-O-acetyl-2,3,4,2′,3′,4′,6′-hepta-O-benzyl-1-thio-α,α-D-trehalose

6-O-acetyl-2,3,4-tri-O-benzyl-1-deoxy-1-thio-α-D-glucopyranose

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