3',5'-O-bis(tert-butyldimethylsilyl)-2-N-[N-(trans-4-hydroxycyclohexyl)-N-methylcarbamoyl]deoxyguanosine

Base Information

• Chemical Name: 3',5'-O-bis(tert-butyldimethylsilyl)-2-N-[N-(trans-4-hydroxycyclohexyl)-N-methylcarbamoyl]deoxyguanosine
• CAS No.: 1356821-04-9
• Molecular Formula: C₃₀H₅₄N₆O₆Si₂
• Molecular Weight: 650.966

Synonyms:3',5'-O-bis(tert-butyldimethylsilyl)-2-N-[N-(trans-4-hydroxycyclohexyl)-N-methylcarbamoyl]deoxyguanosine

Chemical Property of 3',5'-O-bis(tert-butyldimethylsilyl)-2-N-[N-(trans-4-hydroxycyclohexyl)-N-methylcarbamoyl]deoxyguanosine

Chemical Property:

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Technology Process of 3',5'-O-bis(tert-butyldimethylsilyl)-2-N-[N-(trans-4-hydroxycyclohexyl)-N-methylcarbamoyl]deoxyguanosine

There total 2 articles about 3',5'-O-bis(tert-butyldimethylsilyl)-2-N-[N-(trans-4-hydroxycyclohexyl)-N-methylcarbamoyl]deoxyguanosine 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:

C29H45N5O6Si2 + trans-4-Methylamino-cyclohexanol (22348-44-3) → 3',5'-O-bis(tert-butyldimethylsilyl)-2-N-[N-(trans-4-hydroxycyclohexyl)-N-methylcarbamoyl]deoxyguanosine (1356821-04-9)

Guidance literature:

With pyridine; at 20 ℃; for 16h;

DOI:10.1039/c1ob06580g

Reference yield:

3',5'-bis-O-(tert-butyldimethylsilyl)-2'-deoxyguanosine (51549-35-0) → 3',5'-O-bis(tert-butyldimethylsilyl)-2-N-[N-(trans-4-hydroxycyclohexyl)-N-methylcarbamoyl]deoxyguanosine (1356821-04-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: pyridine; chloro-trimethyl-silane / 0.33 h / 20 °C

1.2: 3 h / 20 °C

2.1: pyridine / 16 h / 20 °C

With pyridine; chloro-trimethyl-silane;

DOI:10.1039/c1ob06580g

Reference yield: 65.0%

3',5'-O-bis(tert-butyldimethylsilyl)-2-N-[N-(trans-4-hydroxycyclohexyl)-N-methylcarbamoyl]deoxyguanosine (1356821-04-9) + levulinic acid (123-76-2) → 3',5'-O-bis(tert-butyldimethylsilyl)-2-N-[N-(trans-4-levulinyloxycyclohexyl)-N-methylcarbamoyl]deoxyguanosine (1356821-05-0)

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 20 ℃; for 1h;

DOI:10.1039/c1ob06580g

upstream raw materials:

trans-4-Methylamino-cyclohexanol

3',5'-bis-O-(tert-butyldimethylsilyl)-2'-deoxyguanosine

Downstream raw materials:

C₂₃H₃₂N₆O₈

5'-O-(4,4'-dimethoxytrityl)-2-N-[N-(trans-4-levulinyloxycyclohexyl)-N-methylcarbamoyl]deoxyguanosine

5'-O-(4,4'-dimethoxytrityl)-2-N-[N-(trans-4-levulinyloxycyclohexyl)-N-methylcarbamoyl]deoxyguanosine 3'-(2-cyanoethyl-N,N-diisopropylphosphoramidite)

3',5'-O-bis(tert-butyldimethylsilyl)-2-N-[N-(trans-4-levulinyloxycyclohexyl)-N-methylcarbamoyl]deoxyguanosine

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