5'-O-tert-butyldimethylsilyl-3'-O-(4,4'-dimethoxytriphenylmethyl)thymidine

Base Information

• Chemical Name: 5'-O-tert-butyldimethylsilyl-3'-O-(4,4'-dimethoxytriphenylmethyl)thymidine
• CAS No.: 164267-52-1
• Molecular Formula: C₃₇H₄₆N₂O₇Si
• Molecular Weight: 658.867

Synonyms:5'-O-tert-butyldimethylsilyl-3'-O-(4,4'-dimethoxytriphenylmethyl)thymidine

Chemical Property of 5'-O-tert-butyldimethylsilyl-3'-O-(4,4'-dimethoxytriphenylmethyl)thymidine

Chemical Property:

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Technology Process of 5'-O-tert-butyldimethylsilyl-3'-O-(4,4'-dimethoxytriphenylmethyl)thymidine

There total 7 articles about 5'-O-tert-butyldimethylsilyl-3'-O-(4,4'-dimethoxytriphenylmethyl)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: 95.0%

4,4'-dimethoxytrityl chloride (40615-36-9) + 5'-tert-butyldimethylsilyloxy-2'-deoxythymidine (40733-28-6) → 5'-O-tert-butyldimethylsilyl-3'-O-(4,4'-dimethoxytriphenylmethyl)thymidine (164267-52-1)

Guidance literature:

With pyridine; dmap; at 20 ℃; for 12h;

DOI:10.1055/s-2006-933147

Reference yield:

tert-butyldimethylsilyl chloride (18162-48-6) → 5'-O-tert-butyldimethylsilyl-3'-O-(4,4'-dimethoxytriphenylmethyl)thymidine (164267-52-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 100 percent / imidazole / dimethylformamide / 5 h / 20 °C

2: 95 percent / DMAP; pyridine / 12 h / 20 °C

With pyridine; 1H-imidazole; dmap; In N,N-dimethyl-formamide;

DOI:10.1055/s-2006-933147

Reference yield:

thymidine (50-89-5,28854-96-8,3545-96-8,50-88-4) → 5'-O-tert-butyldimethylsilyl-3'-O-(4,4'-dimethoxytriphenylmethyl)thymidine (164267-52-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 100 percent / imidazole / dimethylformamide / 5 h / 20 °C

2: 95 percent / DMAP; pyridine / 12 h / 20 °C

With pyridine; 1H-imidazole; dmap; In N,N-dimethyl-formamide;

DOI:10.1055/s-2006-933147

upstream raw materials:

4,4'-dimethoxytrityl chloride

5'-tert-butyldimethylsilyloxy-2'-deoxythymidine

tert-butyldimethylsilyl chloride

thymidine

Downstream raw materials:

1-[4-[bis-(4-methoxy-phenyl)-phenyl-methoxy]-5-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-5-methyl-3-(2-phenylsulfanyl-ethyl)-1H-pyrimidine-2,4-dione

1-{(2R,4S,5R)-4-[Bis-(4-methoxy-phenyl)-phenyl-methoxy]-5-hydroxymethyl-tetrahydro-furan-2-yl}-5-methyl-3-(2-phenylsulfanyl-ethyl)-1H-pyrimidine-2,4-dione

3-(2-Benzenesulfonyl-ethyl)-1-[(2R,4S,5R)-5-(3,4-bis-benzyloxy-benzyloxymethyl)-4-hydroxy-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione

1-{(2R,4S,5R)-5-(3,4-Bis-benzyloxy-benzyloxymethyl)-4-[bis-(4-methoxy-phenyl)-phenyl-methoxy]-tetrahydro-furan-2-yl}-5-methyl-3-(2-phenylsulfanyl-ethyl)-1H-pyrimidine-2,4-dione

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