(1S,6R,8R)-6-benzyloxy-1-(4,4'-dimethoxytrityloxymethyl)-8-(thymin-1-yl)-3,9-dioxabicyclo[4.3.0]nonane

Base Information

• Chemical Name: (1S,6R,8R)-6-benzyloxy-1-(4,4'-dimethoxytrityloxymethyl)-8-(thymin-1-yl)-3,9-dioxabicyclo[4.3.0]nonane
• CAS No.: 1112393-60-8
• Molecular Formula: C₄₁H₄₂N₂O₈
• Molecular Weight: 690.793
• Mol file: 1112393-60-8.mol

Synonyms:(1S,6R,8R)-6-benzyloxy-1-(4,4'-dimethoxytrityloxymethyl)-8-(thymin-1-yl)-3,9-dioxabicyclo[4.3.0]nonane

Chemical Property of (1S,6R,8R)-6-benzyloxy-1-(4,4'-dimethoxytrityloxymethyl)-8-(thymin-1-yl)-3,9-dioxabicyclo[4.3.0]nonane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of (1S,6R,8R)-6-benzyloxy-1-(4,4'-dimethoxytrityloxymethyl)-8-(thymin-1-yl)-3,9-dioxabicyclo[4.3.0]nonane

There total 2 articles about (1S,6R,8R)-6-benzyloxy-1-(4,4'-dimethoxytrityloxymethyl)-8-(thymin-1-yl)-3,9-dioxabicyclo[4.3.0]nonane 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: 95.0%

1N-[3'-O-benzyl-4'-C-(4,4-dimethoxytrityloxymethyl)-3'-C-(2-hydroxyethyl)-5'-O-methanesulfonyl-2'-deoxy-β-D-xylofuranosyl]thymine (1112393-54-0) → (1S,6R,8R)-6-benzyloxy-1-(4,4'-dimethoxytrityloxymethyl)-8-(thymin-1-yl)-3,9-dioxabicyclo[4.3.0]nonane (1112393-60-8)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; oil; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1021/jo8023472

Reference yield: 95.0%

1N-[3'-O-benzyl-4'-C-(4,4-dimethoxytrityloxymethyl)-3'-C-(2-hydroxyethyl)-5'-O-(p-toluenesulfonyl)-2'-deoxy-β-D-xylofuranosyl]thymine → (1S,6R,8R)-6-benzyloxy-1-(4,4'-dimethoxytrityloxymethyl)-8-(thymin-1-yl)-3,9-dioxabicyclo[4.3.0]nonane (1112393-60-8)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; oil; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1021/jo8023472

Reference yield: 89.0%

(1S,6R,8R)-6-benzyloxy-1-(4,4'-dimethoxytrityloxymethyl)-8-(thymin-1-yl)-3,9-dioxabicyclo[4.3.0]nonane (1112393-60-8) → (1R,6R,8R)-6-benzyloxy-1-hydroxymethyl-8-(thymin-1-yl)-3,9-dioxabicyclo[4.3.0]nonane (1112393-63-1)

Guidance literature:

With palladium(II) hydroxide/carbon; hydrogen; In ethanol; at 20 ℃; for 5h;

DOI:10.1021/jo8023472

upstream raw materials:

1N-[3'-O-benzyl-4'-C-(4,4-dimethoxytrityloxymethyl)-3'-C-(2-hydroxyethyl)-5'-O-methanesulfonyl-2'-deoxy-β-D-xylofuranosyl]thymine

Downstream raw materials:

(1R,6R,8R)-6-benzyloxy-1-hydroxymethyl-8-(thymin-1-yl)-3,9-dioxabicyclo[4.3.0]nonane