2,3,4,6-tetra-O-benzyl-1-C-[2-methoxy-4-methyl-5-[4-(propan-2-yl)benzyl]phenyl]-5-thio-D-glucopyranose

Base Information

• Chemical Name: 2,3,4,6-tetra-O-benzyl-1-C-[2-methoxy-4-methyl-5-[4-(propan-2-yl)benzyl]phenyl]-5-thio-D-glucopyranose
• CAS No.: 1221506-17-7
• Molecular Formula: C₅₂H₅₆O₆S
• Molecular Weight: 809.079

Synonyms:2,3,4,6-tetra-O-benzyl-1-C-[2-methoxy-4-methyl-5-[4-(propan-2-yl)benzyl]phenyl]-5-thio-D-glucopyranose

Chemical Property of 2,3,4,6-tetra-O-benzyl-1-C-[2-methoxy-4-methyl-5-[4-(propan-2-yl)benzyl]phenyl]-5-thio-D-glucopyranose

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Technology Process of 2,3,4,6-tetra-O-benzyl-1-C-[2-methoxy-4-methyl-5-[4-(propan-2-yl)benzyl]phenyl]-5-thio-D-glucopyranose

There total 1 articles about 2,3,4,6-tetra-O-benzyl-1-C-[2-methoxy-4-methyl-5-[4-(propan-2-yl)benzyl]phenyl]-5-thio-D-glucopyranose 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: 23.0%

1-bromo-2-methoxy-4-methyl-5-[4-(propan-2-yl)benzyl]benzene + (3R,4S,5S,6R)-3,4,5-tris(benzyloxy)-6-[(benzyloxy)methyl]tetrahydro-2H-thiopyran-2-one (131757-92-1) → 2,3,4,6-tetra-O-benzyl-1-C-[2-methoxy-4-methyl-5-[4-(propan-2-yl)benzyl]phenyl]-5-thio-D-glucopyranose (1221506-17-7)

Guidance literature:

1-bromo-2-methoxy-4-methyl-5-[4-(propan-2-yl)benzyl]benzene; With magnesium; ethylene dibromide; In tetrahydrofuran; at 20 ℃; Reflux;

(3R,4S,5S,6R)-3,4,5-tris(benzyloxy)-6-[(benzyloxy)methyl]tetrahydro-2H-thiopyran-2-one; In tetrahydrofuran; at 20 ℃; for 1h;

With ammonium chloride; In tetrahydrofuran; water; Saturated solution;

DOI:10.1021/jm901893x

Reference yield: 62.0%

2,3,4,6-tetra-O-benzyl-1-C-[2-methoxy-4-methyl-5-[4-(propan-2-yl)benzyl]phenyl]-5-thio-D-glucopyranose (1221506-17-7) → (1S)-1,5-anhydro-2,3,4,6-tetra-O-benzyl-1-[2-methoxy-4-methyl-5-(4-(propan-2-yl)benzyl)phenyl]-1-thio-D-glucitol

Guidance literature:

With triethylsilane; boron trifluoride diethyl etherate; In acetonitrile; at -15 ℃;

DOI:10.1021/jm901893x

upstream raw materials:

(3R,4S,5S,6R)-3,4,5-tris(benzyloxy)-6-[(benzyloxy)methyl]tetrahydro-2H-thiopyran-2-one

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