(-)-(2R,4R)-9-<2-<<(tert-butyldiphenylsilyl)oxy>methyl>-1,3-dioxolan-4-yl>-2-chloro-N⁶-methyladenine

Base Information

• Chemical Name: (-)-(2R,4R)-9-<2-<<(tert-butyldiphenylsilyl)oxy>methyl>-1,3-dioxolan-4-yl>-2-chloro-N⁶-methyladenine
• CAS No.: 145440-25-1
• Molecular Formula: C₂₆H₃₀ClN₅O₃Si
• Molecular Weight: 524.094

Synonyms:(-)-(2R,4R)-9-<2-<<(tert-butyldiphenylsilyl)oxy>methyl>-1,3-dioxolan-4-yl>-2-chloro-N⁶-methyladenine

Chemical Property of (-)-(2R,4R)-9-<2-<<(tert-butyldiphenylsilyl)oxy>methyl>-1,3-dioxolan-4-yl>-2-chloro-N⁶-methyladenine

Chemical Property:

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Technology Process of (-)-(2R,4R)-9-<2-<<(tert-butyldiphenylsilyl)oxy>methyl>-1,3-dioxolan-4-yl>-2-chloro-N⁶-methyladenine

There total 4 articles about (-)-(2R,4R)-9-<2-<<(tert-butyldiphenylsilyl)oxy>methyl>-1,3-dioxolan-4-yl>-2-chloro-N⁶-methyladenine 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: 82.0%

(-)-(2R,4R)-9-<2-<<(tert-butyldiphenylsilyl)oxy>methyl>-1,3-dioxolan-4-yl>-2,6-dichloropurine (145440-23-9) + methylamine (74-89-5) → (-)-(2R,4R)-9-<2-<<(tert-butyldiphenylsilyl)oxy>methyl>-1,3-dioxolan-4-yl>-2-chloro-N6-methyladenine (145440-25-1)

Guidance literature:

In 1,2-dimethoxyethane; at 80 ℃; for 5h;

DOI:10.1021/jm00053a004

Reference yield:

(2R)-4-acetoxy-2-<<(tert-butyldiphenylsilyl)oxy>methyl>dioxolane (229635-18-1) → (-)-(2R,4R)-9-<2-<<(tert-butyldiphenylsilyl)oxy>methyl>-1,3-dioxolan-4-yl>-2-chloro-N6-methyladenine (145440-25-1)

Guidance literature:

Multi-step reaction with 2 steps

1: TMSOTf / 1,2-dichloro-ethane / a) RT, overnight, b) 80 deg C, 2 h

2: 82 percent / 1,2-dimethoxy-ethane / 5 h / 80 °C

With trimethylsilyl trifluoromethanesulfonate; In 1,2-dimethoxyethane; 1,2-dichloro-ethane;

DOI:10.1021/jm00053a004

Reference yield:

9-Trimethylsilyl-2,6-dichlorpurin (75788-35-1) → (-)-(2R,4R)-9-<2-<<(tert-butyldiphenylsilyl)oxy>methyl>-1,3-dioxolan-4-yl>-2-chloro-N6-methyladenine (145440-25-1)

Guidance literature:

Multi-step reaction with 2 steps

1: TMSOTf / 1,2-dichloro-ethane / a) RT, overnight, b) 80 deg C, 2 h

2: 82 percent / 1,2-dimethoxy-ethane / 5 h / 80 °C

With trimethylsilyl trifluoromethanesulfonate; In 1,2-dimethoxyethane; 1,2-dichloro-ethane;

DOI:10.1021/jm00053a004

upstream raw materials:

(-)-(2R,4R)-9-<2-<<(tert-butyldiphenylsilyl)oxy>methyl>-1,3-dioxolan-4-yl>-2,6-dichloropurine

methylamine

(2R)-4-acetoxy-2-<<(tert-butyldiphenylsilyl)oxy>methyl>dioxolane

9-Trimethylsilyl-2,6-dichlorpurin

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