(3R,3aS,6S,7aR)-3-Benzyloxymethoxy-3-benzyloxymethyl-2-((S)-4-hydroxy-3-methyl-2-methylene-butyl)-6-vinyl-octahydro-benzofuran-2-ol

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Chemical Name:(3R,3aS,6S,7aR)-3-Benzyloxymethoxy-3-benzyloxymethyl-2-((S)-4-hydroxy-3-methyl-2-methylene-butyl)-6-vinyl-octahydro-benzofuran-2-ol
CAS No.:82167-80-4
Molecular Formula:C₃₂H₄₂O₆
Molecular Weight:522.682
Hs Code.:

Synonyms:(3R,3aS,6S,7aR)-3-Benzyloxymethoxy-3-benzyloxymethyl-2-((S)-4-hydroxy-3-methyl-2-methylene-butyl)-6-vinyl-octahydro-benzofuran-2-ol

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Chemical Property of (3R,3aS,6S,7aR)-3-Benzyloxymethoxy-3-benzyloxymethyl-2-((S)-4-hydroxy-3-methyl-2-methylene-butyl)-6-vinyl-octahydro-benzofuran-2-ol

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Technology Process of (3R,3aS,6S,7aR)-3-Benzyloxymethoxy-3-benzyloxymethyl-2-((S)-4-hydroxy-3-methyl-2-methylene-butyl)-6-vinyl-octahydro-benzofuran-2-ol

There total 12 articles about (3R,3aS,6S,7aR)-3-Benzyloxymethoxy-3-benzyloxymethyl-2-((S)-4-hydroxy-3-methyl-2-methylene-butyl)-6-vinyl-octahydro-benzofuran-2-ol 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

: 82167-80-4
(3R,3aS,6S,7aR)-3-Benzyloxymethoxy-3-benzyloxymethyl-2-((S)-4-hydroxy-3-methyl-2-methylene-butyl)-6-vinyl-octahydro-benzofuran-2-ol

Guidance literature:: Multi-step reaction with 7 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

7: 1.) t-BuOK, n-BuLi, 2.) MgBr₂ / 1) hexane, 0 deg C; 2) THF; 3) Et₂O, -60 deg C

With pyridine; lead(IV) acetate; potassium hydroxide; n-butyllithium; jones reagent; copper diacetate; thexylborane; potassium tert-butylate; water; sodium acetate; triphenylphosphine; magnesium bromide; 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

: 82167-80-4
(3R,3aS,6S,7aR)-3-Benzyloxymethoxy-3-benzyloxymethyl-2-((S)-4-hydroxy-3-methyl-2-methylene-butyl)-6-vinyl-octahydro-benzofuran-2-ol

Guidance literature:: Multi-step reaction with 4 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

4: 1.) t-BuOK, n-BuLi, 2.) MgBr₂ / 1) hexane, 0 deg C; 2) THF; 3) Et₂O, -60 deg C

With pyridine; lead(IV) acetate; n-butyllithium; jones reagent; copper diacetate; potassium tert-butylate; magnesium bromide; lithium diisopropyl amide; In acetone; benzene;
DOI:10.1021/ja00380a035

Reference yield:

: 82167-79-1
(-)-(R)-4-benzyloxy-3-methylbutan-2-one

: 82167-80-4
(3R,3aS,6S,7aR)-3-Benzyloxymethoxy-3-benzyloxymethyl-2-((S)-4-hydroxy-3-methyl-2-methylene-butyl)-6-vinyl-octahydro-benzofuran-2-ol

Guidance literature:: Multi-step reaction with 3 steps

1: tetrahydrofuran

2: Li, NH₃

3: 1.) t-BuOK, n-BuLi, 2.) MgBr₂ / 1) hexane, 0 deg C; 2) THF; 3) Et₂O, -60 deg C

With n-butyllithium; potassium tert-butylate; ammonia; lithium; magnesium bromide; In tetrahydrofuran;
DOI:10.1021/ja00380a035