(1s,4s)-4-hydroxy-N-(4-methoxybenzyl)cyclohexane-1-carboxamide

Base Information

• Chemical Name: (1s,4s)-4-hydroxy-N-(4-methoxybenzyl)cyclohexane-1-carboxamide
• CAS No.: 1610679-33-8
• Molecular Formula: C₁₅H₂₁NO₃
• Molecular Weight: 263.337
• Mol file: 1610679-33-8.mol

Synonyms:(1s,4s)-4-hydroxy-N-(4-methoxybenzyl)cyclohexane-1-carboxamide

Chemical Property of (1s,4s)-4-hydroxy-N-(4-methoxybenzyl)cyclohexane-1-carboxamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1s,4s)-4-hydroxy-N-(4-methoxybenzyl)cyclohexane-1-carboxamide

There total 1 articles about (1s,4s)-4-hydroxy-N-(4-methoxybenzyl)cyclohexane-1-carboxamide 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: 32.0%

cis-4-hydroxycyclohexanecarboxylic acid (3685-26-5,17419-81-7,3685-22-1) + 4-methoxy-benzylamine (2393-23-9) → (1s,4s)-4-hydroxy-N-(4-methoxybenzyl)cyclohexane-1-carboxamide (1610679-33-8)

Guidance literature:

With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 ℃; for 21h;

Reference yield: 100.0%

(1s,4s)-4-hydroxy-N-(4-methoxybenzyl)cyclohexane-1-carboxamide (1610679-33-8) → (1s,4s)-4-(((4-methoxybenzyl)amino)methyl)cyclohexan-1-ol (1610679-34-9)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 - 60 ℃; Inert atmosphere;

DOI:10.1021/acsmedchemlett.5b00485

Reference yield:

(1s,4s)-4-hydroxy-N-(4-methoxybenzyl)cyclohexane-1-carboxamide (1610679-33-8) → (1s,4s)-4-(((3-bromo-5-(pyridin-3-yloxy)pyrazolo[1,5-a]pyrimidin-7-yl)(4-methoxybenzyl)amino)methyl)cyclohexanol

Guidance literature:

Multi-step reaction with 3 steps

1: lithium aluminium tetrahydride / tetrahydrofuran / 0 - 60 °C / Inert atmosphere

2: N-ethyl-N,N-diisopropylamine / dichloromethane / 0 - 20 °C

3: potassium carbonate / N,N-dimethyl-formamide / 20 °C

With lithium aluminium tetrahydride; potassium carbonate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/acsmedchemlett.5b00485

upstream raw materials:

cis-4-hydroxycyclohexanecarboxylic acid

4-methoxy-benzylamine

Downstream raw materials:

(1s,4s)-4-(((4-methoxybenzyl)amino)methyl)cyclohexan-1-ol

(cis)-4-(((8-bromo-2-(methylthio)pyrazolo[1,5-a][1,3,5]triazin-4-yl)(4-methoxybenzyl)amino)methyl)cyclohexanol

N-cyclopropyl-4-(7-((((1s,4s)-4-hydroxycyclohexyl)methyl)amino)-5-(pyridin-3-yloxy)pyrazolo[1,5-a]pyrimidin-3-yl)-2-methylbenzamide trifluoroacetate