(1R,5R,6R)-2-(6-hydroxymethyl-5-isopropyl-2-methylcyclohex-2-enyl)-N-methoxy-N-methylacetamide

Base Information

• Chemical Name: (1R,5R,6R)-2-(6-hydroxymethyl-5-isopropyl-2-methylcyclohex-2-enyl)-N-methoxy-N-methylacetamide
• CAS No.: 1026090-92-5
• Molecular Formula: C₁₅H₂₇NO₃
• Molecular Weight: 269.384
• Mol file: 1026090-92-5.mol

Synonyms:(1R,5R,6R)-2-(6-hydroxymethyl-5-isopropyl-2-methylcyclohex-2-enyl)-N-methoxy-N-methylacetamide

Chemical Property of (1R,5R,6R)-2-(6-hydroxymethyl-5-isopropyl-2-methylcyclohex-2-enyl)-N-methoxy-N-methylacetamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1R,5R,6R)-2-(6-hydroxymethyl-5-isopropyl-2-methylcyclohex-2-enyl)-N-methoxy-N-methylacetamide

There total 2 articles about (1R,5R,6R)-2-(6-hydroxymethyl-5-isopropyl-2-methylcyclohex-2-enyl)-N-methoxy-N-methylacetamide 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: 94.0%

N,O-dimethylhydroxylamine*hydrochloride (6638-79-5) + (4aR,8R,8aR)-8-isopropyl-5-methyl-1,4,4a,7,8,8a-hexahydroisochromen-3-one (1027079-96-4) → (1R,5R,6R)-2-(6-hydroxymethyl-5-isopropyl-2-methylcyclohex-2-enyl)-N-methoxy-N-methylacetamide (1026090-92-5)

Guidance literature:

N,O-dimethylhydroxylamine*hydrochloride; With trimethylaluminum; In hexane; toluene; at 20 ℃; for 2h;

(4aR,8R,8aR)-8-isopropyl-5-methyl-1,4,4a,7,8,8a-hexahydroisochromen-3-one; In hexane; toluene; at 20 ℃; for 2h; Further stages.;

DOI:10.1039/b207800g

Reference yield:

(3R,3aR,7aR)-3-isopropyl-7b-methyloctahydro-1,5-dioxacyclopropa[α]naphthalen-6-one → (1R,5R,6R)-2-(6-hydroxymethyl-5-isopropyl-2-methylcyclohex-2-enyl)-N-methoxy-N-methylacetamide (1026090-92-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 86 percent / Zn; NaI; NaOAc / CH₂Cl₂; acetic acid / 96 h / 20 °C

2.1: Me₃Al / hexane; toluene / 2 h / 20 °C

2.2: 94 percent / hexane; toluene / 2 h / 20 °C

With trimethylaluminum; sodium acetate; sodium iodide; zinc; In hexane; dichloromethane; acetic acid; toluene;

DOI:10.1039/b207800g

Reference yield: 91.0%

t-butyldimethylsiyl triflate (69739-34-0) + (1R,5R,6R)-2-(6-hydroxymethyl-5-isopropyl-2-methylcyclohex-2-enyl)-N-methoxy-N-methylacetamide (1026090-92-5) → (1R,5R,6R)-2-[6-(tert-butyldimethylsilanyloxymethyl)-5-isopropyl-2-methylcyclohex-2-enyl]-N-methoxy-N-methylacetamide (1028292-30-9)

Guidance literature:

With 2,6-dimethylpyridine; In dichloromethane; at 0 ℃; for 1h;

DOI:10.1039/b207800g

upstream raw materials:

N,O-dimethylhydroxylamine*hydrochloride

(4aR,8R,8aR)-8-isopropyl-5-methyl-1,4,4a,7,8,8a-hexahydroisochromen-3-one

Downstream raw materials:

(1R,5R,6R)-2-[6-(tert-butyldimethylsilanyloxymethyl)-5-isopropyl-2-methylcyclohex-2-enyl]-N-methoxy-N-methylacetamide

(1R,5R,6R)-2-(5-isopropyl-2-methyl-6-triethylsilanyloxymethylcyclohex-2-enyl)-N-methoxy-N-methylacetamide

(1R,5R,6R)-2-(6-formyl-5-isopropyl-2-methylcyclohex-2-enyl)-N-methoxy-N-methylacetamide

(1R,5R,6R)-2-[6-(tert-butyldimethylsilanyloxymethyl)-5-isopropyl-2-methylcyclohex-2-enyl]acetaldehyde