N²-i-butyryl-5'-O-DMTr-O⁶-[3-(2,2,5,5-tetramethyl-1-pyrrolidinyloxy-carboxamido)propyl]-dG

Base Information

• Chemical Name: N²-i-butyryl-5'-O-DMTr-O⁶-[3-(2,2,5,5-tetramethyl-1-pyrrolidinyloxy-carboxamido)propyl]-dG
• CAS No.: 314753-01-0
• Molecular Formula: C₄₇H₅₈N₇O₉
• Molecular Weight: 865.019

Synonyms:N²-i-butyryl-5'-O-DMTr-O⁶-[3-(2,2,5,5-tetramethyl-1-pyrrolidinyloxy-carboxamido)propyl]-dG

Chemical Property of N²-i-butyryl-5'-O-DMTr-O⁶-[3-(2,2,5,5-tetramethyl-1-pyrrolidinyloxy-carboxamido)propyl]-dG

Chemical Property:

Purity/Quality:

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Technology Process of N²-i-butyryl-5'-O-DMTr-O⁶-[3-(2,2,5,5-tetramethyl-1-pyrrolidinyloxy-carboxamido)propyl]-dG

There total 5 articles about N²-i-butyryl-5'-O-DMTr-O⁶-[3-(2,2,5,5-tetramethyl-1-pyrrolidinyloxy-carboxamido)propyl]-dG 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: 73.0%

4,4'-dimethoxytrityl chloride (40615-36-9) + N2-i-butyryl-O6-[3-(2,2,5,5-tetramethyl-1-pyrrolidinyloxy-carboxamido)propyl]-dG (314753-00-9) → N2-i-butyryl-5'-O-DMTr-O6-[3-(2,2,5,5-tetramethyl-1-pyrrolidinyloxy-carboxamido)propyl]-dG (314753-01-0)

Guidance literature:

In pyridine; at 20 ℃; for 3h;

DOI:10.1080/15257770008033053

Reference yield:

3-carboxy proxyl (46147-15-3,2154-68-9) → N2-i-butyryl-5'-O-DMTr-O6-[3-(2,2,5,5-tetramethyl-1-pyrrolidinyloxy-carboxamido)propyl]-dG (314753-01-0)

Guidance literature:

Multi-step reaction with 3 steps

1.1: piperidine / CH₂Cl₂ / 1 h / 20 °C

1.2: 70 percent / HOBT; DCC / dioxane / 20 °C

2.1: 86 percent / 25 percent aq. ammonia / methanol / 4 h / 20 °C

3.1: 73 percent / pyridine / 3 h / 20 °C

With piperidine; ammonium hydroxide; In pyridine; methanol; dichloromethane; 1.1: deacylation / 1.2: Acylation / 2.1: deacylation / 3.1: Alkylation;

DOI:10.1080/15257770008033053

Reference yield:

2'-deoxy-N2-isobutyrylguanosine 3',5'-diisobutyrate (82921-42-4) → N2-i-butyryl-5'-O-DMTr-O6-[3-(2,2,5,5-tetramethyl-1-pyrrolidinyloxy-carboxamido)propyl]-dG (314753-01-0)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 61 percent / PPh₃; DEAD / tetrahydrofuran / 3 h / 20 °C

2.1: piperidine / CH₂Cl₂ / 1 h / 20 °C

2.2: 70 percent / HOBT; DCC / dioxane / 20 °C

3.1: 86 percent / 25 percent aq. ammonia / methanol / 4 h / 20 °C

4.1: 73 percent / pyridine / 3 h / 20 °C

With piperidine; ammonium hydroxide; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; pyridine; methanol; dichloromethane; 1.1: Alkylation / 2.1: deacylation / 2.2: Acylation / 3.1: deacylation / 4.1: Alkylation;

DOI:10.1080/15257770008033053

upstream raw materials:

4,4'-dimethoxytrityl chloride

N²-i-butyryl-O⁶-[3-(2,2,5,5-tetramethyl-1-pyrrolidinyloxy-carboxamido)propyl]-dG

3-carboxy proxyl

2'-deoxy-N²-isobutyrylguanosine 3',5'-diisobutyrate

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