1-O-benzyl-2,3-O-bis(isobutylcarbonate)-5-O-tert-butyldimethylsilyl-β-D-ribofuranose

Base Information

• Chemical Name: 1-O-benzyl-2,3-O-bis(isobutylcarbonate)-5-O-tert-butyldimethylsilyl-β-D-ribofuranose
• CAS No.: 1450757-04-6
• Molecular Formula: C₂₈H₄₆O₉Si
• Molecular Weight: 554.753

Synonyms:1-O-benzyl-2,3-O-bis(isobutylcarbonate)-5-O-tert-butyldimethylsilyl-β-D-ribofuranose

Chemical Property of 1-O-benzyl-2,3-O-bis(isobutylcarbonate)-5-O-tert-butyldimethylsilyl-β-D-ribofuranose

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Technology Process of 1-O-benzyl-2,3-O-bis(isobutylcarbonate)-5-O-tert-butyldimethylsilyl-β-D-ribofuranose

There total 3 articles about 1-O-benzyl-2,3-O-bis(isobutylcarbonate)-5-O-tert-butyldimethylsilyl-β-D-ribofuranose 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%

1-O-benzyl-5-O-tert-butyldimethylsilyl-β-D-ribofuranose (80235-51-4) + isobutyl chloroformate (543-27-1) → 1-O-benzyl-2,3-O-bis(isobutylcarbonate)-5-O-tert-butyldimethylsilyl-β-D-ribofuranose (1450757-04-6)

Guidance literature:

With pyridine; dmap; In dichloromethane; at 0 ℃;

DOI:10.1039/c3ob41016a

Reference yield:

benzyl-β-D-ribofuranoside (54946-48-4) → 1-O-benzyl-2,3-O-bis(isobutylcarbonate)-5-O-tert-butyldimethylsilyl-β-D-ribofuranose (1450757-04-6)

Guidance literature:

Multi-step reaction with 2 steps

1: dmap; pyridine / dichloromethane / 18 h / 0 °C / Inert atmosphere

2: dmap; pyridine / dichloromethane / 0 °C

With pyridine; dmap; In dichloromethane;

DOI:10.1039/c3ob41016a

Reference yield:

tert-butyldimethylsilyl chloride (18162-48-6) → 1-O-benzyl-2,3-O-bis(isobutylcarbonate)-5-O-tert-butyldimethylsilyl-β-D-ribofuranose (1450757-04-6)

Guidance literature:

Multi-step reaction with 2 steps

1: dmap; pyridine / dichloromethane / 18 h / 0 °C / Inert atmosphere

2: dmap; pyridine / dichloromethane / 0 °C

With pyridine; dmap; In dichloromethane;

DOI:10.1039/c3ob41016a

upstream raw materials:

benzyl-β-D-ribofuranoside

tert-butyldimethylsilyl chloride

1-O-benzyl-5-O-tert-butyldimethylsilyl-β-D-ribofuranose

isobutyl chloroformate

Downstream raw materials:

1-O-benzyl-2,3-O-bis(isobutylcarbonate)-β-D-ribofuranose

5-O-dibenzylphosphate-1-O-benzyl-2,3-O-bis(isobutylcarbonate)-β-D-ribofuranose

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