5'-O-(4,4'-dimethoxytrityl)-3'-hydroxymethyl-2'-deoxy-D-ribonolactone

Base Information

• Chemical Name: 5'-O-(4,4'-dimethoxytrityl)-3'-hydroxymethyl-2'-deoxy-D-ribonolactone
• CAS No.: 673478-86-9
• Molecular Formula: C₂₇H₂₈O₆
• Molecular Weight: 448.516
• Mol file: 673478-86-9.mol

Synonyms:5'-O-(4,4'-dimethoxytrityl)-3'-hydroxymethyl-2'-deoxy-D-ribonolactone

Chemical Property of 5'-O-(4,4'-dimethoxytrityl)-3'-hydroxymethyl-2'-deoxy-D-ribonolactone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5'-O-(4,4'-dimethoxytrityl)-3'-hydroxymethyl-2'-deoxy-D-ribonolactone

There total 5 articles about 5'-O-(4,4'-dimethoxytrityl)-3'-hydroxymethyl-2'-deoxy-D-ribonolactone 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: 65.0%

methanol (67-56-1) + (S)-5-(4,4'-dimethoxytrityloxymethyl)-5H-furan-2-one (252667-55-3) → 5'-O-(4,4'-dimethoxytrityl)-3'-hydroxymethyl-2'-deoxy-D-ribonolactone (673478-86-9)

Guidance literature:

With benzophenone; for 6h; Irradiation;

DOI:10.1021/ol052045g

Reference yield:

4,4'-dimethoxytrityl chloride (40615-36-9) → 5'-O-(4,4'-dimethoxytrityl)-3'-hydroxymethyl-2'-deoxy-D-ribonolactone (673478-86-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 78 percent / pyridine / 4 h / 20 °C

2: 95 percent / Et₃N; CH₃SO₃Cl / CH₂Cl₂ / 2 h / 0 °C

3: 65 percent / benzophenone / 6 h / Irradiation

With pyridine; benzophenone; methyl chlorosulfate; triethylamine; In dichloromethane;

DOI:10.1021/ol052045g

Reference yield:

5'-O-(4,4'-dimethoxytrityl)-2'-deoxy-D-ribonolactone (869494-51-9) → 5'-O-(4,4'-dimethoxytrityl)-3'-hydroxymethyl-2'-deoxy-D-ribonolactone (673478-86-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 95 percent / Et₃N; CH₃SO₃Cl / CH₂Cl₂ / 2 h / 0 °C

2: 65 percent / benzophenone / 6 h / Irradiation

With benzophenone; methyl chlorosulfate; triethylamine; In dichloromethane;

DOI:10.1021/ol052045g

upstream raw materials:

methanol

(S)-5-(4,4'-dimethoxytrityloxymethyl)-5H-furan-2-one

5'-O-(4,4'-dimethoxytrityl)-2'-deoxy-D-ribonolactone

4,4'-dimethoxytrityl chloride

Downstream raw materials:

Trifluoro-methanesulfonic acid (2S,3R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-oxo-tetrahydro-furan-3-ylmethyl ester

(4R,5S)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-(tert-butyl-dimethyl-silanyloxymethyl)-dihydro-furan-2-one

5'-O-(4,4'-dimethoxytrityl)-3'-iodomethyl-2'-deoxy-D-ribonolactone

5'-O-(4,4'-dimethoxytrityl)-3'-iodomethyl-2'-deoxy-1'-O-acetyl-D-ribose