4-[3'-O,4-N-diacetyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxycytidin-5-yl]but-3-ynyl tert-butyl disulfide

Base Information

Chemical Name:4-[3'-O,4-N-diacetyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxycytidin-5-yl]but-3-ynyl tert-butyl disulfide
CAS No.:669776-73-2
Molecular Formula:C₄₂H₄₇N₃O₈S₂
Molecular Weight:785.982
Hs Code.:

Synonyms:4-[3'-O,4-N-diacetyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxycytidin-5-yl]but-3-ynyl tert-butyl disulfide

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Chemical Property of 4-[3'-O,4-N-diacetyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxycytidin-5-yl]but-3-ynyl tert-butyl disulfide

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Technology Process of 4-[3'-O,4-N-diacetyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxycytidin-5-yl]but-3-ynyl tert-butyl disulfide

There total 5 articles about 4-[3'-O,4-N-diacetyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxycytidin-5-yl]but-3-ynyl tert-butyl disulfide 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:

: 40615-36-9
4,4'-dimethoxytrityl chloride

: 669776-73-2
4-[3'-O,4-N-diacetyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxycytidin-5-yl]but-3-ynyl tert-butyl disulfide

Guidance literature:: Multi-step reaction with 4 steps

1: 42 percent / pyridine; Et₃N; DMAP / 0 - 23 °C

2: 42 percent / Et₃N; CuI / (Ph₃P)4Pd / dimethylformamide / 18 h / 20 °C

3: 68 percent / KiOH*H₂O / tetrahydrofuran; methanol / 1.33 h

4: pyridine; Et₃N; DMAP / 3.5 h / 0 - 23 °C

With pyridine; dmap; copper(l) iodide; KiOH*H₂O; triethylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; 2: Sonogashira coupling;
DOI:10.1021/ol0360290

Reference yield:

: 611-53-0
5-Iodo-2'-deoxycytidine

: 669776-73-2
4-[3'-O,4-N-diacetyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxycytidin-5-yl]but-3-ynyl tert-butyl disulfide

Guidance literature:: Multi-step reaction with 4 steps

1: 42 percent / pyridine; Et₃N; DMAP / 0 - 23 °C

2: 42 percent / Et₃N; CuI / (Ph₃P)4Pd / dimethylformamide / 18 h / 20 °C

3: 68 percent / KiOH*H₂O / tetrahydrofuran; methanol / 1.33 h

4: pyridine; Et₃N; DMAP / 3.5 h / 0 - 23 °C

With pyridine; dmap; copper(l) iodide; KiOH*H₂O; triethylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; 2: Sonogashira coupling;
DOI:10.1021/ol0360290

Reference yield:

: 845620-48-6
1-[2-deoxy-5-O-(4,4′-dimethoxytrityl)-β-D-erythro-pentofuranosyl]-5-iodocytosine

: 669776-73-2
4-[3'-O,4-N-diacetyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxycytidin-5-yl]but-3-ynyl tert-butyl disulfide

Guidance literature:: Multi-step reaction with 3 steps

1: 42 percent / Et₃N; CuI / (Ph₃P)4Pd / dimethylformamide / 18 h / 20 °C

2: 68 percent / KiOH*H₂O / tetrahydrofuran; methanol / 1.33 h

3: pyridine; Et₃N; DMAP / 3.5 h / 0 - 23 °C

With pyridine; dmap; copper(l) iodide; KiOH*H₂O; triethylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; 1: Sonogashira coupling;
DOI:10.1021/ol0360290