N-(3-allyl-4-methoxy-2,5-bis-methoxymethoxyphenyl)-N-(4-tert-butyldimethylsiloxy-2-methoxybenzyl) (E)-3-O-allyl-1-(6-amino-N6-trityl-9H-purin-9-yl)-2-O-tert-butyldimethylsilyl-5,6-dideoxy-β-D-ribo-5-eneheptofuranuronamide

Base Information

• Chemical Name: N-(3-allyl-4-methoxy-2,5-bis-methoxymethoxyphenyl)-N-(4-tert-butyldimethylsiloxy-2-methoxybenzyl) (E)-3-O-allyl-1-(6-amino-N6-trityl-9H-purin-9-yl)-2-O-tert-butyldimethylsilyl-5,6-dideoxy-β-D-ribo-5-eneheptofuranuronamide
• CAS No.: 1341219-71-3
• Molecular Formula: C₆₈H₈₆N₆O₁₁Si₂
• Molecular Weight: 1219.64
• Mol file: 1341219-71-3.mol

Synonyms:

Chemical Property of N-(3-allyl-4-methoxy-2,5-bis-methoxymethoxyphenyl)-N-(4-tert-butyldimethylsiloxy-2-methoxybenzyl) (E)-3-O-allyl-1-(6-amino-N6-trityl-9H-purin-9-yl)-2-O-tert-butyldimethylsilyl-5,6-dideoxy-β-D-ribo-5-eneheptofuranuronamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(3-allyl-4-methoxy-2,5-bis-methoxymethoxyphenyl)-N-(4-tert-butyldimethylsiloxy-2-methoxybenzyl) (E)-3-O-allyl-1-(6-amino-N6-trityl-9H-purin-9-yl)-2-O-tert-butyldimethylsilyl-5,6-dideoxy-β-D-ribo-5-eneheptofuranuronamide

There total 1 articles about N-(3-allyl-4-methoxy-2,5-bis-methoxymethoxyphenyl)-N-(4-tert-butyldimethylsiloxy-2-methoxybenzyl) (E)-3-O-allyl-1-(6-amino-N6-trityl-9H-purin-9-yl)-2-O-tert-butyldimethylsilyl-5,6-dideoxy-β-D-ribo-5-eneheptofuranuronamide 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:

C38H43N5O4Si + N-(3-allyl-4-methoxy-2,5-bis-methoxymethoxyphenyl)-N-(4-tert-butyldimethylsiloxy-2-methoxybenzyl)diethylphosphonoacetamide (1341219-64-4) → N-(3-allyl-4-methoxy-2,5-bis-methoxymethoxyphenyl)-N-(4-tert-butyldimethylsiloxy-2-methoxybenzyl) (E)-3-O-allyl-1-(6-amino-N6-trityl-9H-purin-9-yl)-2-O-tert-butyldimethylsilyl-5,6-dideoxy-β-D-ribo-5-eneheptofuranuronamide (1341219-71-3)

Guidance literature:

With N,N,N,N,-tetramethylethylenediamine; zinc trifluoromethanesulfonate; triethylamine; In tetrahydrofuran; at 20 ℃; for 16h;

DOI:10.1021/jo201495w

Reference yield: 67.0%

N-(3-allyl-4-methoxy-2,5-bis-methoxymethoxyphenyl)-N-(4-tert-butyldimethylsiloxy-2-methoxybenzyl) (E)-3-O-allyl-1-(6-amino-N6-trityl-9H-purin-9-yl)-2-O-tert-butyldimethylsilyl-5,6-dideoxy-β-D-ribo-5-eneheptofuranuronamide (1341219-71-3) → C66H82N6O11Si2 (1341219-75-7) + C66H82N6O11Si2 (1341219-73-5)

Guidance literature:

With Grubbs catalyst first generation; In dichloromethane; for 5h; Reflux;

DOI:10.1021/jo201495w

Reference yield:

N-(3-allyl-4-methoxy-2,5-bis-methoxymethoxyphenyl)-N-(4-tert-butyldimethylsiloxy-2-methoxybenzyl) (E)-3-O-allyl-1-(6-amino-N6-trityl-9H-purin-9-yl)-2-O-tert-butyldimethylsilyl-5,6-dideoxy-β-D-ribo-5-eneheptofuranuronamide (1341219-71-3) → C54H54N6O11 (1341219-77-9)

Guidance literature:

Multi-step reaction with 2 steps

1: Grubbs catalyst first generation / dichloromethane / 5 h / Reflux

2: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.17 h / 20 °C

With Grubbs catalyst first generation; tetrabutyl ammonium fluoride; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jo201495w

upstream raw materials:

N-(3-allyl-4-methoxy-2,5-bis-methoxymethoxyphenyl)-N-(4-tert-butyldimethylsiloxy-2-methoxybenzyl)diethylphosphonoacetamide

Downstream raw materials:

C₆₆H₈₂N₆O₁₁Si₂

C₆₆H₈₂N₆O₁₁Si₂

C₅₄H₅₄N₆O₁₁

C₄₆H₄₆N₆O₉