N⁴-[trans-4-(2-{[2-bis(ethoxycarbonylmethylamino)ethyl]ethoxycarbonylmethylamino}acetylamino)cyclohexyl]-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-2'-deoxycytidine

Base Information

• Chemical Name: N⁴-[trans-4-(2-{[2-bis(ethoxycarbonylmethylamino)ethyl]ethoxycarbonylmethylamino}acetylamino)cyclohexyl]-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-2'-deoxycytidine
• CAS No.: 776297-86-0
• Molecular Formula: C₄₃H₇₆N₆O₁₂Si₂
• Molecular Weight: 925.28

Synonyms:N⁴-[trans-4-(2-{[2-bis(ethoxycarbonylmethylamino)ethyl]ethoxycarbonylmethylamino}acetylamino)cyclohexyl]-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-2'-deoxycytidine

Chemical Property of N⁴-[trans-4-(2-{[2-bis(ethoxycarbonylmethylamino)ethyl]ethoxycarbonylmethylamino}acetylamino)cyclohexyl]-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-2'-deoxycytidine

Chemical Property:

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Technology Process of N⁴-[trans-4-(2-{[2-bis(ethoxycarbonylmethylamino)ethyl]ethoxycarbonylmethylamino}acetylamino)cyclohexyl]-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-2'-deoxycytidine

There total 7 articles about N⁴-[trans-4-(2-{[2-bis(ethoxycarbonylmethylamino)ethyl]ethoxycarbonylmethylamino}acetylamino)cyclohexyl]-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-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: 75.0%

trans-1-amino-4-(2-{[2-bis(ethoxycarbonylmethylamino)ethyl]ethoxycarbonylmethylamino}acetylamino)cyclohexane (776297-90-6) + 4-O-[(2,4,6-triisopropylphenyl)sulfonyl]-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-2'-deoxyuridine → N4-[trans-4-(2-{[2-bis(ethoxycarbonylmethylamino)ethyl]ethoxycarbonylmethylamino}acetylamino)cyclohexyl]-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-2'-deoxycytidine (776297-86-0)

Guidance literature:

In ethanol; at 60 ℃; for 1h;

DOI:10.1055/s-2004-829143

Reference yield:

{[2-(bis-ethoxycarbonylmethyl-amino)-ethyl]-ethoxycarbonylmethyl-amino}-acetic acid (90359-20-9) → N4-[trans-4-(2-{[2-bis(ethoxycarbonylmethylamino)ethyl]ethoxycarbonylmethylamino}acetylamino)cyclohexyl]-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-2'-deoxycytidine (776297-86-0)

Guidance literature:

Multi-step reaction with 4 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

With 4-methyl-morpholine; trifluoroacetic acid; In tetrahydrofuran; ethanol; dichloromethane;

DOI:10.1055/s-2004-829143

Reference yield:

trans-N-Boc-1,4-cyclohexanediamine (177906-48-8) → N4-[trans-4-(2-{[2-bis(ethoxycarbonylmethylamino)ethyl]ethoxycarbonylmethylamino}acetylamino)cyclohexyl]-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-2'-deoxycytidine (776297-86-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 870 mg / tetrahydrofuran / 18 h / 4 °C

2: 81 percent / TFA / CH₂Cl₂ / 0.5 h / 18 °C

3: 75 percent / ethanol / 1 h / 60 °C

With trifluoroacetic acid; In tetrahydrofuran; ethanol; dichloromethane;

DOI:10.1055/s-2004-829143

upstream raw materials:

N⁴-(trans-4-aminocyclohexyl)-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-2'-deoxycytidine

trans-1-amino-4-(2-{[2-bis(ethoxycarbonylmethylamino)ethyl]ethoxycarbonylmethylamino}acetylamino)cyclohexane

trans-1,4-cyclohexyldiamine

{[2-(bis-ethoxycarbonylmethyl-amino)-ethyl]-ethoxycarbonylmethyl-amino}-acetic acid

Downstream raw materials:

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

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

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