(3R,3aS,6S,7aR)-3-<(benzyloxy)methoxy>-3-<(benzyloxy)methyl>hexahydro-6-vinyl-2(3H)-benzofuranone

Base Information

Chemical Name:(3R,3aS,6S,7aR)-3-<(benzyloxy)methoxy>-3-<(benzyloxy)methyl>hexahydro-6-vinyl-2(3H)-benzofuranone
CAS No.:82167-72-4
Molecular Formula:C₂₆H₃₀O₅
Molecular Weight:422.521
Hs Code.:

Synonyms:(3R,3aS,6S,7aR)-3-<(benzyloxy)methoxy>-3-<(benzyloxy)methyl>hexahydro-6-vinyl-2(3H)-benzofuranone

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Chemical Property of (3R,3aS,6S,7aR)-3-<(benzyloxy)methoxy>-3-<(benzyloxy)methyl>hexahydro-6-vinyl-2(3H)-benzofuranone

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Technology Process of (3R,3aS,6S,7aR)-3-<(benzyloxy)methoxy>-3-<(benzyloxy)methyl>hexahydro-6-vinyl-2(3H)-benzofuranone

There total 9 articles about (3R,3aS,6S,7aR)-3-<(benzyloxy)methoxy>-3-<(benzyloxy)methyl>hexahydro-6-vinyl-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:

: 82167-73-5
(4S)-7-<(benzyloxy)methoxy>-p-mentha-1,8-diene-7-carbonitrile

: 82167-72-4
(3R,3aS,6S,7aR)-3-<(benzyloxy)methoxy>-3-<(benzyloxy)methyl>hexahydro-6-vinyl-2(3H)-benzofuranone

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) thexylborane, 2.) H₂O, NaOAc / 1) THF, -40 deg C

2: 95 percent / KOH / ethanol / 100 °C

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

4: Jones reagent / acetone / 0 °C

5: 82 percent / Pb(OAc)4, Cu(OAc)2, pyridine / benzene / 80 °C

6: 1.) LDA / 1) THF, -78 deg C; 2) THF, HMPA, -60 deg C

With pyridine; lead(IV) acetate; potassium hydroxide; jones reagent; copper diacetate; thexylborane; water; sodium acetate; triphenylphosphine; lithium diisopropyl amide; diethylazodicarboxylate; In tetrahydrofuran; ethanol; acetone; benzene;
DOI:10.1021/ja00380a035

Reference yield:

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

: 82167-72-4
(3R,3aS,6S,7aR)-3-<(benzyloxy)methoxy>-3-<(benzyloxy)methyl>hexahydro-6-vinyl-2(3H)-benzofuranone

Guidance literature:: Multi-step reaction with 3 steps

1: Jones reagent / acetone / 0 °C

2: 82 percent / Pb(OAc)4, Cu(OAc)2, pyridine / benzene / 80 °C

3: 1.) LDA / 1) THF, -78 deg C; 2) THF, HMPA, -60 deg C

With pyridine; lead(IV) acetate; jones reagent; copper diacetate; lithium diisopropyl amide; In acetone; benzene;
DOI:10.1021/ja00380a035

Reference yield:

: 82167-76-8
(3aS,6S,7aR)-α³-<(benzyloxy)methoxy>-2-hydroxy-α⁴-methylcyclohexane-1,4-diacetic acid γ-lactone

: 82167-72-4
(3R,3aS,6S,7aR)-3-<(benzyloxy)methoxy>-3-<(benzyloxy)methyl>hexahydro-6-vinyl-2(3H)-benzofuranone

Guidance literature:: Multi-step reaction with 2 steps

1: 82 percent / Pb(OAc)4, Cu(OAc)2, pyridine / benzene / 80 °C

2: 1.) LDA / 1) THF, -78 deg C; 2) THF, HMPA, -60 deg C

With pyridine; lead(IV) acetate; copper diacetate; lithium diisopropyl amide; In benzene;
DOI:10.1021/ja00380a035