((1R,2S,5R)-2-Isopropyl-5-methyl-cyclohexyloxy)-acetic acid (10R,11R)-10-[2-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyloxy)-acetoxy]-10,11-dihydro-dibenzo[a,h]acridin-11-yl ester

Base Information

• Chemical Name: ((1R,2S,5R)-2-Isopropyl-5-methyl-cyclohexyloxy)-acetic acid (10R,11R)-10-[2-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyloxy)-acetoxy]-10,11-dihydro-dibenzo[a,h]acridin-11-yl ester
• CAS No.: 140380-83-2
• Molecular Formula: C₄₅H₅₅NO₆
• Molecular Weight: 705.935

Synonyms:

Chemical Property of ((1R,2S,5R)-2-Isopropyl-5-methyl-cyclohexyloxy)-acetic acid (10R,11R)-10-[2-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyloxy)-acetoxy]-10,11-dihydro-dibenzo[a,h]acridin-11-yl ester

Chemical Property:

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Technology Process of ((1R,2S,5R)-2-Isopropyl-5-methyl-cyclohexyloxy)-acetic acid (10R,11R)-10-[2-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyloxy)-acetoxy]-10,11-dihydro-dibenzo[a,h]acridin-11-yl ester

There total 2 articles about ((1R,2S,5R)-2-Isopropyl-5-methyl-cyclohexyloxy)-acetic acid (10R,11R)-10-[2-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyloxy)-acetoxy]-10,11-dihydro-dibenzo[a,h]acridin-11-yl ester 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: 46.0%

L-menthoxyacetyl chloride (15356-62-4) + (+/-)-trans-10,11-dihydroxy-10,11-dihydrodibenzyacridine (97135-18-7,110927-22-5) → ((1R,2S,5R)-2-Isopropyl-5-methyl-cyclohexyloxy)-acetic acid (10S,11S)-10-[2-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyloxy)-acetoxy]-10,11-dihydro-dibenzo[a,h]acridin-11-yl ester (140380-83-2,140460-90-8) + ((1R,2S,5R)-2-Isopropyl-5-methyl-cyclohexyloxy)-acetic acid (10R,11R)-10-[2-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyloxy)-acetoxy]-10,11-dihydro-dibenzo[a,h]acridin-11-yl ester (140380-83-2,140460-90-8)

Guidance literature:

With pyridine; at 0 - 5 ℃; for 24h;

DOI:10.1021/jo00036a006

Reference yield: 46.0%

L-menthoxyacetyl chloride (15356-62-4) + (+/-)-trans-10,11-dihydroxy-10,11-dihydrodibenzyacridine (97135-18-7,110927-22-5) → ((1R,2S,5R)-2-Isopropyl-5-methyl-cyclohexyloxy)-acetic acid (10S,11S)-10-[2-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyloxy)-acetoxy]-10,11-dihydro-dibenzo[a,h]acridin-11-yl ester (140380-83-2,140460-90-8) + ((1R,2S,5R)-2-Isopropyl-5-methyl-cyclohexyloxy)-acetic acid (10R,11R)-10-[2-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyloxy)-acetoxy]-10,11-dihydro-dibenzo[a,h]acridin-11-yl ester (140380-83-2,140460-90-8)

Guidance literature:

With pyridine; at 0 - 5 ℃; for 24h;

DOI:10.1021/jo00036a006

Reference yield: 89.0%

((1R,2S,5R)-2-Isopropyl-5-methyl-cyclohexyloxy)-acetic acid (10R,11R)-10-[2-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyloxy)-acetoxy]-10,11-dihydro-dibenzo[a,h]acridin-11-yl ester (140380-83-2,140460-90-8) → (+)-trans-(10R,11R)-dihydroxy-8,9,10,11-tetrahydrodibenzacridine (140460-91-9,110927-22-5)

Guidance literature:

With sodium hydroxide; In tetrahydrofuran; methanol; at 0 - 5 ℃; for 0.5h;

DOI:10.1021/jo00036a006

upstream raw materials:

L-menthoxyacetyl chloride

(+/-)-trans-10,11-dihydroxy-10,11-dihydrodibenzyacridine

Downstream raw materials:

(-)-trans-(10S,11S)-dihydroxy-8,9,10,11-tetrahydrodibenzacridine

(-)-(8S,9R,10R,11S)-10,11-dihydroxy-8,9-epoxy-8,9,10,11-tetrahydrodibenzacridine

(+)-(8R,9S,10R,11S)-10,11-dihydroxy-8,9-epoxy-8,9,10,11-tetrahydrodibenzacridine

(+)-trans-(10R,11R)-dihydroxy-8,9,10,11-tetrahydrodibenzacridine

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