acetyl 4-O-benzoyl-3-O-tert-butyldimethylsilyl-2,6-dideoxy-2-iodo-α-D-manno-hexopyranose

Base Information

• Chemical Name: acetyl 4-O-benzoyl-3-O-tert-butyldimethylsilyl-2,6-dideoxy-2-iodo-α-D-manno-hexopyranose
• CAS No.: 381727-32-8
• Molecular Formula: C₂₁H₃₁IO₆Si
• Molecular Weight: 534.464

Synonyms:acetyl 4-O-benzoyl-3-O-tert-butyldimethylsilyl-2,6-dideoxy-2-iodo-α-D-manno-hexopyranose

Chemical Property of acetyl 4-O-benzoyl-3-O-tert-butyldimethylsilyl-2,6-dideoxy-2-iodo-α-D-manno-hexopyranose

Chemical Property:

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Technology Process of acetyl 4-O-benzoyl-3-O-tert-butyldimethylsilyl-2,6-dideoxy-2-iodo-α-D-manno-hexopyranose

There total 1 articles about acetyl 4-O-benzoyl-3-O-tert-butyldimethylsilyl-2,6-dideoxy-2-iodo-α-D-manno-hexopyranose 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: 62.4%

Benzoic acid (2R,3R,4R)-4-(tert-butyl-dimethyl-silanyloxy)-2-methyl-3,4-dihydro-2H-pyran-3-yl ester (120316-46-3) → acetyl 4-O-benzoyl-3-O-tert-butyldimethylsilyl-2,6-dideoxy-2-iodo-α-D-manno-hexopyranose (381727-32-8) + acetyl 4-O-benzoyl-3-O-tert-butyldimethylsilyl-2,6-dideoxy-2-iodo-β-D-gluco-hexopyranose

Guidance literature:

In dichloromethane; at 20 ℃; for 52h;

DOI:10.1021/ol016545v

Reference yield: 99.7%

methyl 2-deoxy-4,6-O-benzylidene-α-D-ribo-hexopyranoside (6752-48-3,16718-95-9,18424-62-9,19877-02-2,22886-97-1,52153-29-4,52612-68-7,55331-65-2,64978-95-6,65725-24-8,66512-93-4,67968-51-8,72904-80-4,77481-69-7,131615-73-1,138663-49-7,151214-39-0) + acetyl 4-O-benzoyl-3-O-tert-butyldimethylsilyl-2,6-dideoxy-2-iodo-α-D-manno-hexopyranose (381727-32-8) → methyl 3-O-[4-O-benzoyl-3-O-tert-butyldimethylsilyl-2,6-dideoxy-2-iodo-α-D-manno-hexopyranosyl]-4,6-O-benzylidene-2-deoxy-α-D-ribo-hexopyranoside

Guidance literature:

With polystyrene-bound silyl triflate; In diethyl ether; at -10 ℃; for 5h;

DOI:10.1021/ol016545v

Reference yield: 97.1%

testosterone (58-22-0) + acetyl 4-O-benzoyl-3-O-tert-butyldimethylsilyl-2,6-dideoxy-2-iodo-α-D-manno-hexopyranose (381727-32-8) → testosteryl 4-O-benzoyl-3-O-tert-butyldimethylsilyl-2,6-dideoxy-2-iodo-α-D-manno-hexopyranoside

Guidance literature:

With polystyrene-bound silyl triflate; In diethyl ether; at -50 ℃; for 3h;

DOI:10.1021/ol016545v

upstream raw materials:

Benzoic acid (2R,3R,4R)-4-(tert-butyl-dimethyl-silanyloxy)-2-methyl-3,4-dihydro-2H-pyran-3-yl ester

Downstream raw materials:

methyl 4-O-benzoyl-3-O-tert-butyldimethylsilyl-2,6-dideoxy-2-iodo-α-D-manno-hexopyranoside

C₃₃H₄₅IO₉Si

C₃₃H₄₆O₉Si

methyl 4-O-benzoyl-2,6-dideoxy-α-D-arabino-hexopyranoside

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