5'-O-methylthiomethyl-3'-O-methoxyacetyl-N³-benzoyl-thymidine

Base Information

• Chemical Name: 5'-O-methylthiomethyl-3'-O-methoxyacetyl-N³-benzoyl-thymidine
• CAS No.: 133510-61-9
• Molecular Formula: C₂₂H₂₆N₂O₈S
• Molecular Weight: 478.523
• Mol file: 133510-61-9.mol

Synonyms:5'-O-methylthiomethyl-3'-O-methoxyacetyl-N³-benzoyl-thymidine

Chemical Property of 5'-O-methylthiomethyl-3'-O-methoxyacetyl-N³-benzoyl-thymidine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5'-O-methylthiomethyl-3'-O-methoxyacetyl-N³-benzoyl-thymidine

There total 5 articles about 5'-O-methylthiomethyl-3'-O-methoxyacetyl-N³-benzoyl-thymidine 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: 72.0%

dimethylsulfide (75-18-3) + 3'-O-methoxyacetyl-N3-benzoyl-thymidine (130867-61-7) → 5'-O-methylthiomethyl-3'-O-methoxyacetyl-N3-benzoyl-thymidine (133510-61-9)

Guidance literature:

With dibenzoyl peroxide; In acetonitrile; for 2h; Ambient temperature;

DOI:10.1016/S0040-4020(01)86429-2

Reference yield:

5’-O-dimethoxytrityl-3’-O-methoxyacetylthymidine (130867-57-1) → 5'-O-methylthiomethyl-3'-O-methoxyacetyl-N3-benzoyl-thymidine (133510-61-9)

Guidance literature:

Multi-step reaction with 3 steps

1: N,N-diisopropylethylamine (DIPEA) / pyridine / 1 h / Ambient temperature

2: 85 percent / 90percent aq. acetic acid / 0.5 h / 50 °C

3: 72 percent / benzoyl peroxide / acetonitrile / 2 h / Ambient temperature

With acetic acid; N-ethyl-N,N-diisopropylamine; dibenzoyl peroxide; In pyridine; acetonitrile;

DOI:10.1016/S0040-4020(01)86429-2

Reference yield:

Methoxy-acetic acid (2R,3S,5R)-5-(3-benzoyl-5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-furan-3-yl ester (130867-58-2) → 5'-O-methylthiomethyl-3'-O-methoxyacetyl-N3-benzoyl-thymidine (133510-61-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 85 percent / 90percent aq. acetic acid / 0.5 h / 50 °C

2: 72 percent / benzoyl peroxide / acetonitrile / 2 h / Ambient temperature

With acetic acid; dibenzoyl peroxide; In acetonitrile;

DOI:10.1016/S0040-4020(01)86429-2

upstream raw materials:

dimethylsulfide

3'-O-methoxyacetyl-N³-benzoyl-thymidine

5’-O-dimethoxytrityl-3’-O-methoxyacetylthymidine

Methoxy-acetic acid (2R,3S,5R)-5-(3-benzoyl-5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-furan-3-yl ester

Downstream raw materials:

Methoxy-acetic acid (2R,3S,5R)-5-(3-benzoyl-5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-((3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxymethoxymethyl)-tetrahydro-furan-3-yl ester

Methoxy-acetic acid (2R,3S,5R)-5-(3-benzoyl-5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-(bis-benzyloxy-phosphoryloxymethoxymethyl)-tetrahydro-furan-3-yl ester

(S)-3-[(2R,3S,5R)-5-(3-Benzoyl-5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-3-(2-methoxy-acetoxy)-tetrahydro-furan-2-ylmethoxymethoxy]-2-benzyloxycarbonylamino-propionic acid benzyl ester