(1R,3R,4R)-8-benzyloxy-7-bromo-3,4-dihydro-4-hydroxy-1,3-dimethyl-5-methoxybenzo[c]pyran

Base Information

Chemical Name:(1R,3R,4R)-8-benzyloxy-7-bromo-3,4-dihydro-4-hydroxy-1,3-dimethyl-5-methoxybenzo[c]pyran
CAS No.:366452-09-7
Molecular Formula:C₁₉H₂₁BrO₄
Molecular Weight:393.277
Hs Code.:

Synonyms:(1R,3R,4R)-8-benzyloxy-7-bromo-3,4-dihydro-4-hydroxy-1,3-dimethyl-5-methoxybenzo[c]pyran

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Chemical Property of (1R,3R,4R)-8-benzyloxy-7-bromo-3,4-dihydro-4-hydroxy-1,3-dimethyl-5-methoxybenzo[c]pyran

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Technology Process of (1R,3R,4R)-8-benzyloxy-7-bromo-3,4-dihydro-4-hydroxy-1,3-dimethyl-5-methoxybenzo[c]pyran

There total 11 articles about (1R,3R,4R)-8-benzyloxy-7-bromo-3,4-dihydro-4-hydroxy-1,3-dimethyl-5-methoxybenzo[c]pyran 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: 72.0%

: 366452-08-6
(1R,3R,4S)-8-benzyloxy-7-bromo-4-hydroxy-3,4-dihydro-1,3-dimethyl-5-methoxybenzo[c]pyran

: 366452-09-7
(1R,3R,4R)-8-benzyloxy-7-bromo-3,4-dihydro-4-hydroxy-1,3-dimethyl-5-methoxybenzo[c]pyran

Guidance literature:: (1R,3R,4S)-8-benzyloxy-7-bromo-4-hydroxy-3,4-dihydro-1,3-dimethyl-5-methoxybenzo[c]pyran; With phosphorus pentachloride; In diethyl ether; at 20 ℃; for 0.166667h;

With silver nitrate; In acetonitrile; at 20 ℃; for 3.5h;
DOI:10.1039/b414213f

Reference yield:

: 366452-04-2
(α'R,2R)-2-(2'-benzyloxy-3'-bromo-5'-hydroxy-α'-methylbenzyloxy)propanal

: 366452-09-7
(1R,3R,4R)-8-benzyloxy-7-bromo-3,4-dihydro-4-hydroxy-1,3-dimethyl-5-methoxybenzo[c]pyran

Guidance literature:: Multi-step reaction with 3 steps

1.1: 180 mg / titanium tetraisopropoxide / CH₂Cl₂ / 5 h / 8 - 35 °C / sonication

2.1: 96 percent / K₂CO₃ / dimethylformamide / 1 h / Heating

3.1: PCl₅ / diethyl ether / 0.17 h / 20 °C

3.2: 72 percent / aq. AgNO₃ / acetonitrile / 3.5 h / 20 °C

With titanium(IV) isopropylate; phosphorus pentachloride; potassium carbonate; In diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1039/b414213f

Reference yield:

: 366452-06-4
(1R,3R,4S)-8-benzyloxy-7-bromo-3,4-dihydro-4,5-dihydroxy-1,3-dimethylbenzo[c]pyran

: 366452-09-7
(1R,3R,4R)-8-benzyloxy-7-bromo-3,4-dihydro-4-hydroxy-1,3-dimethyl-5-methoxybenzo[c]pyran

Guidance literature:: Multi-step reaction with 2 steps

1.1: 96 percent / K₂CO₃ / dimethylformamide / 1 h / Heating

2.1: PCl₅ / diethyl ether / 0.17 h / 20 °C

2.2: 72 percent / aq. AgNO₃ / acetonitrile / 3.5 h / 20 °C

With phosphorus pentachloride; potassium carbonate; In diethyl ether; N,N-dimethyl-formamide;
DOI:10.1039/b414213f