3-((Benzyloxy)methyl)-3'-deoxy-3'-(3-hydroxypropyl)-5'-O-(tert-butyldiphenylsilyl)thymidine

Base Information

Chemical Name:3-((Benzyloxy)methyl)-3'-deoxy-3'-(3-hydroxypropyl)-5'-O-(tert-butyldiphenylsilyl)thymidine
CAS No.:154230-37-2
Molecular Formula:C₃₇H₄₆N₂O₆Si
Molecular Weight:642.868
Hs Code.:

Synonyms:3-((Benzyloxy)methyl)-3'-deoxy-3'-(3-hydroxypropyl)-5'-O-(tert-butyldiphenylsilyl)thymidine

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Chemical Property of 3-((Benzyloxy)methyl)-3'-deoxy-3'-(3-hydroxypropyl)-5'-O-(tert-butyldiphenylsilyl)thymidine

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Technology Process of 3-((Benzyloxy)methyl)-3'-deoxy-3'-(3-hydroxypropyl)-5'-O-(tert-butyldiphenylsilyl)thymidine

There total 5 articles about 3-((Benzyloxy)methyl)-3'-deoxy-3'-(3-hydroxypropyl)-5'-O-(tert-butyldiphenylsilyl)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:

: 3587-60-8
Benzyloxymethyl chloride

: 154230-37-2
3-((Benzyloxy)methyl)-3'-deoxy-3'-(3-hydroxypropyl)-5'-O-(tert-butyldiphenylsilyl)thymidine

Guidance literature:: Multi-step reaction with 4 steps

1: 88 percent / (i-Pr)2NEt / CH₂Cl₂ / 23 °C

2: 75 percent / N-hydroxysuccinimide, pyridine / toluene / 80 °C

3: 83 percent / AIBN / benzene / 80 °C

4: 1.) BH₃, 2.) 30percent aq. H₂O₂ / 1.) THF, 23 deg C, 2.) 23 deg C

With pyridine; 1-hydroxy-pyrrolidine-2,5-dione; 2,2'-azobis(isobutyronitrile); borane; dihydrogen peroxide; N-ethyl-N,N-diisopropylamine; In dichloromethane; toluene; benzene;
DOI:10.1021/jo00081a003

Reference yield:

: 101527-40-6
5'-O-tert-butyldiphenylsilylthymidine

: 154230-37-2
3-((Benzyloxy)methyl)-3'-deoxy-3'-(3-hydroxypropyl)-5'-O-(tert-butyldiphenylsilyl)thymidine

Guidance literature:: Multi-step reaction with 4 steps

1: 88 percent / (i-Pr)2NEt / CH₂Cl₂ / 23 °C

2: 75 percent / N-hydroxysuccinimide, pyridine / toluene / 80 °C

3: 83 percent / AIBN / benzene / 80 °C

4: 1.) BH₃, 2.) 30percent aq. H₂O₂ / 1.) THF, 23 deg C, 2.) 23 deg C

With pyridine; 1-hydroxy-pyrrolidine-2,5-dione; 2,2'-azobis(isobutyronitrile); borane; dihydrogen peroxide; N-ethyl-N,N-diisopropylamine; In dichloromethane; toluene; benzene;
DOI:10.1021/jo00081a003

Reference yield:

: 154230-32-7
5'-O-tert-butyldiphenylsilyl-N³-benzyloxymethyl-2'-deoxythymidine

: 154230-37-2
3-((Benzyloxy)methyl)-3'-deoxy-3'-(3-hydroxypropyl)-5'-O-(tert-butyldiphenylsilyl)thymidine

Guidance literature:: Multi-step reaction with 3 steps

1: 75 percent / N-hydroxysuccinimide, pyridine / toluene / 80 °C

2: 83 percent / AIBN / benzene / 80 °C

3: 1.) BH₃, 2.) 30percent aq. H₂O₂ / 1.) THF, 23 deg C, 2.) 23 deg C

With pyridine; 1-hydroxy-pyrrolidine-2,5-dione; 2,2'-azobis(isobutyronitrile); borane; dihydrogen peroxide; In toluene; benzene;
DOI:10.1021/jo00081a003