(S)-N⁽⁶⁾,N⁽⁸⁾-bis[N',N'-di(n-butyl)formamidine]-6,8-diamino-3-[3-(4,4'-dimethoxytrityloxy)-2-[[(2-cyanoethoxy)(N,N-diisopropylamino)phosphanyl]oxy]propyl]imidazo[4',5':5,6]pyrido[2,3-d]pyrimidine

Base Information

• Chemical Name: (S)-N⁽⁶⁾,N⁽⁸⁾-bis[N',N'-di(n-butyl)formamidine]-6,8-diamino-3-[3-(4,4'-dimethoxytrityloxy)-2-[[(2-cyanoethoxy)(N,N-diisopropylamino)phosphanyl]oxy]propyl]imidazo[4',5':5,6]pyrido[2,3-d]pyrimidine
• CAS No.: 1367333-23-0
• Molecular Formula: C₅₉H₈₂N₁₁O₅P
• Molecular Weight: 1056.34

Synonyms:(S)-N⁽⁶⁾,N⁽⁸⁾-bis[N',N'-di(n-butyl)formamidine]-6,8-diamino-3-[3-(4,4'-dimethoxytrityloxy)-2-[[(2-cyanoethoxy)(N,N-diisopropylamino)phosphanyl]oxy]propyl]imidazo[4',5':5,6]pyrido[2,3-d]pyrimidine

Chemical Property of (S)-N⁽⁶⁾,N⁽⁸⁾-bis[N',N'-di(n-butyl)formamidine]-6,8-diamino-3-[3-(4,4'-dimethoxytrityloxy)-2-[[(2-cyanoethoxy)(N,N-diisopropylamino)phosphanyl]oxy]propyl]imidazo[4',5':5,6]pyrido[2,3-d]pyrimidine

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Technology Process of (S)-N⁽⁶⁾,N⁽⁸⁾-bis[N',N'-di(n-butyl)formamidine]-6,8-diamino-3-[3-(4,4'-dimethoxytrityloxy)-2-[[(2-cyanoethoxy)(N,N-diisopropylamino)phosphanyl]oxy]propyl]imidazo[4',5':5,6]pyrido[2,3-d]pyrimidine

There total 5 articles about (S)-N⁽⁶⁾,N⁽⁸⁾-bis[N',N'-di(n-butyl)formamidine]-6,8-diamino-3-[3-(4,4'-dimethoxytrityloxy)-2-[[(2-cyanoethoxy)(N,N-diisopropylamino)phosphanyl]oxy]propyl]imidazo[4',5':5,6]pyrido[2,3-d]pyrimidine 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: 93.0%

(S)-N(6),N(8)-bis[N',N'-di(n-butyl)formamidine]-6,8-diamino-3-[3-(4,4'-dimethoxytrityloxy)-2-hydroxypropyl]imidazo[4',5':5,6]pyrido[2,3-d]pyrimidine (1367333-32-1) + 2-cyanoethyl-N,N-(diisopropylamino)chlorophosphine (124482-92-4,89992-70-1) → (S)-N(6),N(8)-bis[N',N'-di(n-butyl)formamidine]-6,8-diamino-3-[3-(4,4'-dimethoxytrityloxy)-2-[[(2-cyanoethoxy)(N,N-diisopropylamino)phosphanyl]oxy]propyl]imidazo[4',5':5,6]pyrido[2,3-d]pyrimidine (1367333-23-0)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; at 20 ℃; for 3h;

DOI:10.1016/j.bmcl.2011.11.022

Reference yield:

(S)-5-amino-6-cyano-3-[(2,2-dimethyl-1,3-dioxolan-4-yl)methyl]imidazo[4,5-b]pyridine (1187577-38-3) → (S)-N(6),N(8)-bis[N',N'-di(n-butyl)formamidine]-6,8-diamino-3-[3-(4,4'-dimethoxytrityloxy)-2-[[(2-cyanoethoxy)(N,N-diisopropylamino)phosphanyl]oxy]propyl]imidazo[4',5':5,6]pyrido[2,3-d]pyrimidine (1367333-23-0)

Guidance literature:

Multi-step reaction with 5 steps

1.1: sodium ethanolate / ethanol / 0.5 h / 20 °C

1.2: 23 h / Reflux

2.1: acetic acid / 8 h / 60 °C

3.1: N,N-dimethyl-formamide / 24 h / 60 °C

4.1: pyridine / 3 h / 20 °C

5.1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 3 h / 20 °C

With pyridine; sodium ethanolate; acetic acid; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; ethanol; N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2011.11.022

Reference yield:

(S)-6,8-diamino-3-[(2,2-dimethyl-1,3-dioxolan-4-yl)methyl]imidazo[4',5':5,6]pyrido[2,3-d]pyrimidine (1367333-61-6) → (S)-N(6),N(8)-bis[N',N'-di(n-butyl)formamidine]-6,8-diamino-3-[3-(4,4'-dimethoxytrityloxy)-2-[[(2-cyanoethoxy)(N,N-diisopropylamino)phosphanyl]oxy]propyl]imidazo[4',5':5,6]pyrido[2,3-d]pyrimidine (1367333-23-0)

Guidance literature:

Multi-step reaction with 4 steps

1: acetic acid / 8 h / 60 °C

2: N,N-dimethyl-formamide / 24 h / 60 °C

3: pyridine / 3 h / 20 °C

4: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 3 h / 20 °C

With pyridine; acetic acid; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2011.11.022

upstream raw materials:

(S)-5-amino-6-cyano-3-[(2,2-dimethyl-1,3-dioxolan-4-yl)methyl]imidazo[4,5-b]pyridine

C₂₉H₄₇N₉O₂

4,4'-dimethoxytrityl chloride

(S)-6,8-diamino-3-[(2,2-dimethyl-1,3-dioxolan-4-yl)methyl]imidazo[4',5':5,6]pyrido[2,3-d]pyrimidine

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