(2R,5R)-5-[(3R,6S)-6-(benzyloxy)-3-isopropylcyclohex-1-enyl]-2-[3-(4-methoxybenzyloxy)-propyl]dihydrofuran-3(2H)-one

Base Information

Chemical Name:(2R,5R)-5-[(3R,6S)-6-(benzyloxy)-3-isopropylcyclohex-1-enyl]-2-[3-(4-methoxybenzyloxy)-propyl]dihydrofuran-3(2H)-one
CAS No.:1314025-08-5
Molecular Formula:C₃₁H₄₀O₅
Molecular Weight:492.656
Hs Code.:

Synonyms:(2R,5R)-5-[(3R,6S)-6-(benzyloxy)-3-isopropylcyclohex-1-enyl]-2-[3-(4-methoxybenzyloxy)-propyl]dihydrofuran-3(2H)-one

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Chemical Property of (2R,5R)-5-[(3R,6S)-6-(benzyloxy)-3-isopropylcyclohex-1-enyl]-2-[3-(4-methoxybenzyloxy)-propyl]dihydrofuran-3(2H)-one

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Technology Process of (2R,5R)-5-[(3R,6S)-6-(benzyloxy)-3-isopropylcyclohex-1-enyl]-2-[3-(4-methoxybenzyloxy)-propyl]dihydrofuran-3(2H)-one

There total 13 articles about (2R,5R)-5-[(3R,6S)-6-(benzyloxy)-3-isopropylcyclohex-1-enyl]-2-[3-(4-methoxybenzyloxy)-propyl]dihydrofuran-3(2H)-one 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:

: 1314025-07-4
(R)-3-{[(3R,6S)-6-(benzyloxy)-3-isopropylcyclohex-1-enyl]methoxy}-1-diazo-6-(4-methoxybenzyloxy)hexan-2-one

: 1314025-08-5
(2R,5R)-5-[(3R,6S)-6-(benzyloxy)-3-isopropylcyclohex-1-enyl]-2-[3-(4-methoxybenzyloxy)-propyl]dihydrofuran-3(2H)-one

: 5-[(3R,6S)-6-(benzyloxy)-3-isopropylcyclohex-1-enyl]-2-[3-(4-methoxybenzyloxy)-propyl]dihydrofuran-3(2H)-one

Guidance literature:: With tetrakis(μ-trifluoroacetamidato)dirhodium(II); In tetrahydrofuran; at 20 ℃; optical yield given as %de; Inert atmosphere;
DOI:10.1021/ol201498g

Reference yield:

: 2-hydroxymethyl-4-isopropylcyclohex-2-enol

: 1314025-08-5
(2R,5R)-5-[(3R,6S)-6-(benzyloxy)-3-isopropylcyclohex-1-enyl]-2-[3-(4-methoxybenzyloxy)-propyl]dihydrofuran-3(2H)-one

: 5-[(3R,6S)-6-(benzyloxy)-3-isopropylcyclohex-1-enyl]-2-[3-(4-methoxybenzyloxy)-propyl]dihydrofuran-3(2H)-one

Guidance literature:: Multi-step reaction with 10 steps

1.1: camphor-10-sulfonic acid / dichloromethane / 0.67 h / 20 °C / Molecular sieve

2.1: diisobutylaluminium hydride / dichloromethane / -78 - 20 °C / Inert atmosphere

3.1: triethylamine / dichloromethane / -78 - 0 °C / Inert atmosphere

4.1: lithium bromide / tetrahydrofuran / 2.5 h / 20 °C / Inert atmosphere

5.1: sodium hydride / tetrahydrofuran; mineral oil / 20 °C / Inert atmosphere; Reflux

5.2: 15 h / 20 °C

6.1: pyridinium p-toluenesulfonate / tetrahydrofuran; dichloromethane; ethylene glycol / 15 h / Reflux

7.1: sodium periodate / tetrahydrofuran; water

8.1: sodium chlorite; sodium dihydrogenphosphate dihydrate; 2-methyl-but-2-ene / water; tert-butyl alcohol / 0.67 h / 20 °C

9.1: triethylamine; isobutyl chloroformate / diethyl ether / 2 h / 20 °C / Inert atmosphere

9.2: 1.5 h / 0 °C / Inert atmosphere

10.1: tetrakis(μ-trifluoroacetamidato)dirhodium(II) / tetrahydrofuran / 20 °C / Inert atmosphere

With sodium chlorite; sodium periodate; sodium dihydrogenphosphate dihydrate; 2-methyl-but-2-ene; tetrakis(μ-trifluoroacetamidato)dirhodium(II); camphor-10-sulfonic acid; pyridinium p-toluenesulfonate; sodium hydride; diisobutylaluminium hydride; triethylamine; lithium bromide; isobutyl chloroformate; In tetrahydrofuran; diethyl ether; dichloromethane; water; ethylene glycol; mineral oil; tert-butyl alcohol;
DOI:10.1021/ol201498g

Reference yield:

: C₃₁H₄₄O₆

: 1314025-08-5
(2R,5R)-5-[(3R,6S)-6-(benzyloxy)-3-isopropylcyclohex-1-enyl]-2-[3-(4-methoxybenzyloxy)-propyl]dihydrofuran-3(2H)-one

: 5-[(3R,6S)-6-(benzyloxy)-3-isopropylcyclohex-1-enyl]-2-[3-(4-methoxybenzyloxy)-propyl]dihydrofuran-3(2H)-one

Guidance literature:: Multi-step reaction with 4 steps

1.1: sodium periodate / tetrahydrofuran; water

2.1: sodium chlorite; sodium dihydrogenphosphate dihydrate; 2-methyl-but-2-ene / water; tert-butyl alcohol / 0.67 h / 20 °C

3.1: triethylamine; isobutyl chloroformate / diethyl ether / 2 h / 20 °C / Inert atmosphere

3.2: 1.5 h / 0 °C / Inert atmosphere

4.1: tetrakis(μ-trifluoroacetamidato)dirhodium(II) / tetrahydrofuran / 20 °C / Inert atmosphere

With sodium chlorite; sodium periodate; sodium dihydrogenphosphate dihydrate; 2-methyl-but-2-ene; tetrakis(μ-trifluoroacetamidato)dirhodium(II); triethylamine; isobutyl chloroformate; In tetrahydrofuran; diethyl ether; water; tert-butyl alcohol;
DOI:10.1021/ol201498g