1-N-(furan-2-ylmethyI)-1-N-methyl-4-N-[7-thia-9,11-diazatricyclo[6.4.0.0(2,6)]dodeca-1⁽⁸⁾,2⁽⁶⁾,9,11-tetraen-12-yl]cyclohexane-1,4-diamine

Base Information

• Chemical Name: 1-N-(furan-2-ylmethyI)-1-N-methyl-4-N-[7-thia-9,11-diazatricyclo[6.4.0.0(2,6)]dodeca-1⁽⁸⁾,2⁽⁶⁾,9,11-tetraen-12-yl]cyclohexane-1,4-diamine
• CAS No.: 1388891-14-2
• Molecular Formula: C₂₁H₂₆N₄OS
• Molecular Weight: 382.53

Synonyms:1-N-(furan-2-ylmethyI)-1-N-methyl-4-N-[7-thia-9,11-diazatricyclo[6.4.0.0(2,6)]dodeca-1⁽⁸⁾,2⁽⁶⁾,9,11-tetraen-12-yl]cyclohexane-1,4-diamine

Chemical Property of 1-N-(furan-2-ylmethyI)-1-N-methyl-4-N-[7-thia-9,11-diazatricyclo[6.4.0.0(2,6)]dodeca-1⁽⁸⁾,2⁽⁶⁾,9,11-tetraen-12-yl]cyclohexane-1,4-diamine

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Technology Process of 1-N-(furan-2-ylmethyI)-1-N-methyl-4-N-[7-thia-9,11-diazatricyclo[6.4.0.0(2,6)]dodeca-1⁽⁸⁾,2⁽⁶⁾,9,11-tetraen-12-yl]cyclohexane-1,4-diamine

There total 4 articles about 1-N-(furan-2-ylmethyI)-1-N-methyl-4-N-[7-thia-9,11-diazatricyclo[6.4.0.0(2,6)]dodeca-1⁽⁸⁾,2⁽⁶⁾,9,11-tetraen-12-yl]cyclohexane-1,4-diamine 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: 12.0%

furfural (98-01-1) + trans-N1-(6,7-dihydro-5H-cyclopenta[4,5]thieno[2,3-d]pyrimidin-4-yl)-N4-methylcyclohexane-1,4-diamine (1388890-16-1) → 1-N-(furan-2-ylmethyI)-1-N-methyl-4-N-[7-thia-9,11-diazatricyclo[6.4.0.0(2,6)]dodeca-1(8),2(6),9,11-tetraen-12-yl]cyclohexane-1,4-diamine (1388891-14-2)

Guidance literature:

With sodium tris(acetoxy)borohydride; acetic acid; In dichloromethane; at 45 ℃; for 48h; Molecular sieve;

Reference yield:

trans-1,4-cyclohexyldiamine (2615-25-0) → 1-N-(furan-2-ylmethyI)-1-N-methyl-4-N-[7-thia-9,11-diazatricyclo[6.4.0.0(2,6)]dodeca-1(8),2(6),9,11-tetraen-12-yl]cyclohexane-1,4-diamine (1388891-14-2)

Guidance literature:

Multi-step reaction with 4 steps

1: triethylamine / N,N-dimethyl-formamide / 20 °C

2: triethylamine / N,N-dimethyl-formamide / 0 - 20 °C

3: lithium aluminium tetrahydride / tetrahydrofuran / 20 °C / Reflux

4: acetic acid; sodium tris(acetoxy)borohydride / dichloromethane / 48 h / 45 °C / Molecular sieve

With lithium aluminium tetrahydride; sodium tris(acetoxy)borohydride; acetic acid; triethylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;

Reference yield:

tert-butyl N-[4-([7-thia-9,11-diazatricyclo[6.4.0.0(2,6)]dodeca-1(8),2(6),9,11-tetraen-12-yl]amino)cyclohexyl]carbamate (1388893-33-1) → 1-N-(furan-2-ylmethyI)-1-N-methyl-4-N-[7-thia-9,11-diazatricyclo[6.4.0.0(2,6)]dodeca-1(8),2(6),9,11-tetraen-12-yl]cyclohexane-1,4-diamine (1388891-14-2)

Guidance literature:

Multi-step reaction with 2 steps

1: lithium aluminium tetrahydride / tetrahydrofuran / 20 °C / Reflux

2: acetic acid; sodium tris(acetoxy)borohydride / dichloromethane / 48 h / 45 °C / Molecular sieve

With lithium aluminium tetrahydride; sodium tris(acetoxy)borohydride; acetic acid; In tetrahydrofuran; dichloromethane;

upstream raw materials:

furfural

trans-N₁-(6,7-dihydro-5H-cyclopenta[4,5]thieno[2,3-d]pyrimidin-4-yl)-N₄-methylcyclohexane-1,4-diamine

4-chloro-6,7-dihydro-5H-cyclopenta[4,5]thieno[2,3-d]pyrimidine

trans-1,4-cyclohexyldiamine

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