9-<6(S)-<(triphenylmethoxy)methyl>-1,4-dioxacyclohexan-2(R)-yl>adenine

Base Information

• Chemical Name: 9-<6(S)-<(triphenylmethoxy)methyl>-1,4-dioxacyclohexan-2(R)-yl>adenine
• CAS No.: 104532-16-3
• Molecular Formula: C₂₉H₂₇N₅O₃
• Molecular Weight: 493.565
• Mol file: 104532-16-3.mol

Synonyms:9-<6(S)-<(triphenylmethoxy)methyl>-1,4-dioxacyclohexan-2(R)-yl>adenine

Chemical Property of 9-<6(S)-<(triphenylmethoxy)methyl>-1,4-dioxacyclohexan-2(R)-yl>adenine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 9-<6(S)-<(triphenylmethoxy)methyl>-1,4-dioxacyclohexan-2(R)-yl>adenine

There total 4 articles about 9-<6(S)-<(triphenylmethoxy)methyl>-1,4-dioxacyclohexan-2(R)-yl>adenine 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: 75.0%

3'-O-p-toluenesulfonyl-5'-O-(triphenylmethyl)-2',3'-secoadenosine (104532-15-2) → 9-<6(S)-<(triphenylmethoxy)methyl>-1,4-dioxacyclohexan-2(R)-yl>adenine (104532-16-3)

Guidance literature:

With sodium methylate; In methanol; at 60 ℃; for 2.5h;

DOI:10.1021/jm00162a005

Reference yield: 27.0%

2'-O-p-toluenesulfonyl-5'-O-(triphenylmethyl)-2',3'-secoadenosine (104532-14-1) → 9-<6(S)-<(triphenylmethoxy)methyl>-1,4-dioxacyclohexan-2(R)-yl>adenine (104532-16-3)

Guidance literature:

With sodium methylate; In methanol; at 60 ℃; for 4h;

DOI:10.1021/jm00162a005

Reference yield:

5'-O-(triphenylmethyl)-2',3'-secoadenosine (104532-12-9) → 9-<6(S)-<(triphenylmethoxy)methyl>-1,4-dioxacyclohexan-2(R)-yl>adenine (104532-16-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 22 percent / pyridine / 6 h

2: 75 percent / 1 N sodium methoxide / methanol / 2.5 h / 60 °C

With pyridine; sodium methylate; In methanol;

DOI:10.1021/jm00162a005

upstream raw materials:

3'-O-p-toluenesulfonyl-5'-O-(triphenylmethyl)-2',3'-secoadenosine

2'-O-p-toluenesulfonyl-5'-O-(triphenylmethyl)-2',3'-secoadenosine

5'-O-(triphenylmethyl)-2',3'-secoadenosine

(R)-2-[(R)-1-(6-Amino-purin-9-yl)-2-oxo-ethoxy]-3-trityloxy-propionaldehyde

Downstream raw materials:

9-<6(S)-(hydroxymethyl)-1,4-dioxacyclohexan-2(R)-yl>adenine