5'-O-(4,4'-dimethoxytrityl)-N⁴-[trans-4-(2-{[2-bis(ethoxycarbonylmethylamino)ethyl]ethoxycarbonylmethylamino}acetylamino)cyclohexyl]-2'-deoxycytidine

Base Information

• Chemical Name: 5'-O-(4,4'-dimethoxytrityl)-N⁴-[trans-4-(2-{[2-bis(ethoxycarbonylmethylamino)ethyl]ethoxycarbonylmethylamino}acetylamino)cyclohexyl]-2'-deoxycytidine
• CAS No.: 776297-88-2
• Molecular Formula: C₅₂H₆₈N₆O₁₃
• Molecular Weight: 985.144

Synonyms:5'-O-(4,4'-dimethoxytrityl)-N⁴-[trans-4-(2-{[2-bis(ethoxycarbonylmethylamino)ethyl]ethoxycarbonylmethylamino}acetylamino)cyclohexyl]-2'-deoxycytidine

Chemical Property of 5'-O-(4,4'-dimethoxytrityl)-N⁴-[trans-4-(2-{[2-bis(ethoxycarbonylmethylamino)ethyl]ethoxycarbonylmethylamino}acetylamino)cyclohexyl]-2'-deoxycytidine

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Technology Process of 5'-O-(4,4'-dimethoxytrityl)-N⁴-[trans-4-(2-{[2-bis(ethoxycarbonylmethylamino)ethyl]ethoxycarbonylmethylamino}acetylamino)cyclohexyl]-2'-deoxycytidine

There total 12 articles about 5'-O-(4,4'-dimethoxytrityl)-N⁴-[trans-4-(2-{[2-bis(ethoxycarbonylmethylamino)ethyl]ethoxycarbonylmethylamino}acetylamino)cyclohexyl]-2'-deoxycytidine 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: 72.0%

4,4'-dimethoxytrityl chloride (40615-36-9) + N4-[trans-4-(2-{[2-bis(ethoxycarbonylmethylamino)ethyl]ethoxycarbonylmethylamino}acetylamino)cyclohexyl]-2'-deoxycytidine (776297-87-1) → 5'-O-(4,4'-dimethoxytrityl)-N4-[trans-4-(2-{[2-bis(ethoxycarbonylmethylamino)ethyl]ethoxycarbonylmethylamino}acetylamino)cyclohexyl]-2'-deoxycytidine (776297-88-2)

Guidance literature:

With pyridine; at 18 ℃; for 3h;

DOI:10.1055/s-2004-829143

Reference yield:

{[2-(bis-ethoxycarbonylmethyl-amino)-ethyl]-ethoxycarbonylmethyl-amino}-acetic acid (90359-20-9) → 5'-O-(4,4'-dimethoxytrityl)-N4-[trans-4-(2-{[2-bis(ethoxycarbonylmethylamino)ethyl]ethoxycarbonylmethylamino}acetylamino)cyclohexyl]-2'-deoxycytidine (776297-88-2)

Guidance literature:

Multi-step reaction with 6 steps

1: N-methylmorpholine / tetrahydrofuran / 0.33 h / -15 °C

2: 870 mg / tetrahydrofuran / 18 h / 4 °C

3: 81 percent / TFA / CH₂Cl₂ / 0.5 h / 18 °C

4: 75 percent / ethanol / 1 h / 60 °C

5: 83 percent / TBAF / tetrahydrofuran / 18 h / 18 °C

6: 72 percent / pyridine / 3 h / 18 °C

With 4-methyl-morpholine; pyridine; tetrabutyl ammonium fluoride; trifluoroacetic acid; In tetrahydrofuran; ethanol; dichloromethane;

DOI:10.1055/s-2004-829143

Reference yield:

trans-1,4-cyclohexyldiamine (2615-25-0) → 5'-O-(4,4'-dimethoxytrityl)-N4-[trans-4-(2-{[2-bis(ethoxycarbonylmethylamino)ethyl]ethoxycarbonylmethylamino}acetylamino)cyclohexyl]-2'-deoxycytidine (776297-88-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 87 percent / ethanol / 18 h / 60 °C

2: 279 mg / tetrahydrofuran / 18 h / 4 °C

In tetrahydrofuran; ethanol;

DOI:10.1055/s-2004-829143

upstream raw materials:

4,4'-dimethoxytrityl chloride

N⁴-[trans-4-(2-{[2-bis(ethoxycarbonylmethylamino)ethyl]ethoxycarbonylmethylamino}acetylamino)cyclohexyl]-2'-deoxycytidine

N⁴-(trans-4-aminocyclohexyl)-5'-O-(4,4'-dimethoxytrityl)-2'-deoxycytidine

trans-1,4-cyclohexyldiamine

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