(3aS,6S,7aR)-3-<(benzyloxy)methoxy>hexahydro-6-(2-hydroxy-1-methylethyl)-2(3H)-benzofuranone

Base Information

Chemical Name:(3aS,6S,7aR)-3-<(benzyloxy)methoxy>hexahydro-6-(2-hydroxy-1-methylethyl)-2(3H)-benzofuranone
CAS No.:82167-75-7
Molecular Formula:C₁₉H₂₆O₅
Molecular Weight:334.412
Hs Code.:

Synonyms:(3aS,6S,7aR)-3-<(benzyloxy)methoxy>hexahydro-6-(2-hydroxy-1-methylethyl)-2(3H)-benzofuranone

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Chemical Property of (3aS,6S,7aR)-3-<(benzyloxy)methoxy>hexahydro-6-(2-hydroxy-1-methylethyl)-2(3H)-benzofuranone

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Technology Process of (3aS,6S,7aR)-3-<(benzyloxy)methoxy>hexahydro-6-(2-hydroxy-1-methylethyl)-2(3H)-benzofuranone

There total 9 articles about (3aS,6S,7aR)-3-<(benzyloxy)methoxy>hexahydro-6-(2-hydroxy-1-methylethyl)-2(3H)-benzofuranone 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: 21.0%

: 82167-74-6
(1S,2S,4S)-7-<(benzyloxy)methoxy>-2,9-dihydroxy-p-methane-7-carboxylic acid

: 82167-75-7,88670-95-5,88670-96-6,88671-16-3,88671-17-4,88671-22-1,88671-23-2,88671-24-3,88671-25-4
(3aS,6S,7aS)-3-Benzyloxymethoxy-6-(2-hydroxy-1-methyl-ethyl)-hexahydro-benzofuran-2-one

Guidance literature:: With toluene-4-sulfonic acid; In tetrahydrofuran; benzene; at 23 ℃; for 25h;
DOI:10.1021/jo00179a018

Reference yield:

: 82167-74-6
(1S,2S,4S)-7-<(benzyloxy)methoxy>-2,9-dihydroxy-p-methane-7-carboxylic acid

: 82167-75-7
(3aS,6S,7aR)-3-<(benzyloxy)methoxy>hexahydro-6-(2-hydroxy-1-methylethyl)-2(3H)-benzofuranone

Guidance literature:: With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; at -20 ℃; Further byproducts given;
DOI:10.1021/jo00179a018

Reference yield:

: 88670-93-3
(1S,2S,4S)-7-<(benzyloxy)methoxy>-2,9-dihydroxy-p-methane-7-carbonitrile

: 82167-75-7
(3aS,6S,7aR)-3-<(benzyloxy)methoxy>hexahydro-6-(2-hydroxy-1-methylethyl)-2(3H)-benzofuranone

Guidance literature:: Multi-step reaction with 2 steps

1: 95 percent / KOH / ethanol / 100 °C

2: PPh₃, EtOOCN=NCOOEt / tetrahydrofuran / -20 °C

With potassium hydroxide; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; ethanol;
DOI:10.1021/ja00380a035