methyl 2,4-di-O-benzyl-3-O-[3-O-benzyl-4,6-dideoxy-4-(3-hydroxy-3-methylbutanamido)-2-O-methyl-β-D-glucopyranosyl]-1-thio-α-L-rhamnopyranoside

Base Information

• Chemical Name: methyl 2,4-di-O-benzyl-3-O-[3-O-benzyl-4,6-dideoxy-4-(3-hydroxy-3-methylbutanamido)-2-O-methyl-β-D-glucopyranosyl]-1-thio-α-L-rhamnopyranoside
• CAS No.: 1149356-85-3
• Molecular Formula: C₄₀H₅₃NO₉S
• Molecular Weight: 723.928

Synonyms:methyl 2,4-di-O-benzyl-3-O-[3-O-benzyl-4,6-dideoxy-4-(3-hydroxy-3-methylbutanamido)-2-O-methyl-β-D-glucopyranosyl]-1-thio-α-L-rhamnopyranoside

Chemical Property of methyl 2,4-di-O-benzyl-3-O-[3-O-benzyl-4,6-dideoxy-4-(3-hydroxy-3-methylbutanamido)-2-O-methyl-β-D-glucopyranosyl]-1-thio-α-L-rhamnopyranoside

Chemical Property:

Purity/Quality:

98% ^*data from raw suppliers

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Technology Process of methyl 2,4-di-O-benzyl-3-O-[3-O-benzyl-4,6-dideoxy-4-(3-hydroxy-3-methylbutanamido)-2-O-methyl-β-D-glucopyranosyl]-1-thio-α-L-rhamnopyranoside

There total 1 articles about methyl 2,4-di-O-benzyl-3-O-[3-O-benzyl-4,6-dideoxy-4-(3-hydroxy-3-methylbutanamido)-2-O-methyl-β-D-glucopyranosyl]-1-thio-α-L-rhamnopyranoside 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%

3-Hydroxy-3-methylbutyric acid (625-08-1) + methyl 3-O-(4-amino-3-O-benzyl-4,6-dideoxy-2-O-methyl-β-D-glucopyranosyl)-2,4-di-O-benzyl-1-thio-α-L-rhamnopyranoside (1149356-84-2) → methyl 2,4-di-O-benzyl-3-O-[3-O-benzyl-4,6-dideoxy-4-(3-hydroxy-3-methylbutanamido)-2-O-methyl-β-D-glucopyranosyl]-1-thio-α-L-rhamnopyranoside (1149356-85-3)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; HATU; In dichloromethane; at 20 ℃; for 1.5h;

DOI:10.1055/s-0028-1083338

Reference yield: 93.0%

methyl 2,4-di-O-benzyl-3-O-[3-O-benzyl-4,6-dideoxy-4-(3-hydroxy-3-methylbutanamido)-2-O-methyl-β-D-glucopyranosyl]-1-thio-α-L-rhamnopyranoside (1149356-85-3) + acetic anhydride (108-24-7) → methyl 2,4-di-O-benzyl-3-O-[3-O-benzyl-4,6-dideoxy-4-(3-O-acetyl-3-methylbutanamido)-2-O-methyl-β-D-glucopyranosyl]-1-thio-α-L-rhamnopyranoside (1149356-86-4)

Guidance literature:

With dmap; In dichloromethane; at 0 - 20 ℃;

DOI:10.1055/s-0028-1083338

upstream raw materials:

3-Hydroxy-3-methylbutyric acid

methyl 3-O-(4-amino-3-O-benzyl-4,6-dideoxy-2-O-methyl-β-D-glucopyranosyl)-2,4-di-O-benzyl-1-thio-α-L-rhamnopyranoside

Downstream raw materials:

methyl 2,4-di-O-benzyl-3-O-[3-O-benzyl-4,6-dideoxy-4-(3-O-acetyl-3-methylbutanamido)-2-O-methyl-β-D-glucopyranosyl]-1-thio-α-L-rhamnopyranoside

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