(1s,4s)-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: (1s,4s)-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.: 1388891-42-6
• Molecular Formula: C₁₆H₂₂N₄S
• Molecular Weight: 302.443

Synonyms:(1s,4s)-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 (1s,4s)-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 (1s,4s)-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 (1s,4s)-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: 23.0%

(1s,4s)-tert-butyl N-[4-([7-thia-9,11-diazatricyclo[6.4.0.0(2,6)]dodeca-1(12),2(6),8,10-tetraen-12-yl]amino)cyclohexyl]carbamate → (1s,4s)-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 (1388891-42-6)

Guidance literature:

(1s,4s)-tert-butyl N-[4-([7-thia-9,11-diazatricyclo[6.4.0.0(2,6)]dodeca-1⁽¹²⁾,2⁽⁶⁾,8,10-tetraen-12-yl]amino)cyclohexyl]carbamate; With lithium aluminium tetrahydride; In tetrahydrofuran; for 1h; Reflux;

With water; In tetrahydrofuran;

Reference yield:

cis-1,4-cyclohexanediamine (15827-56-2) → (1s,4s)-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 (1388891-42-6)

Guidance literature:

Multi-step reaction with 3 steps

1: triethylamine / N,N-dimethyl-formamide / 14 h / 30 °C

2: triethylamine / dichloromethane / 12 h / 20 °C

3: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / Reflux

With lithium aluminium tetrahydride; triethylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;

Reference yield:

4-chloro-6,7-dihydro-5H-cyclopenta[4,5]thieno[2,3-d]pyrimidine (300816-22-2) → (1s,4s)-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 (1388891-42-6)

Guidance literature:

Multi-step reaction with 3 steps

1: triethylamine / N,N-dimethyl-formamide / 14 h / 30 °C

2: triethylamine / dichloromethane / 12 h / 20 °C

3: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / Reflux

With lithium aluminium tetrahydride; triethylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;

upstream raw materials:

cis-1,4-cyclohexanediamine

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

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

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