(2S,3R,3aS,5'S,6S,7aR)-3-<(benzyloxy)methoxy>-3-<(benzyloxy)methyl>decahydro-5'-methyl-4'-methylene-6-vinylspiropyran>

Base Information

Chemical Name:(2S,3R,3aS,5'S,6S,7aR)-3-<(benzyloxy)methoxy>-3-<(benzyloxy)methyl>decahydro-5'-methyl-4'-methylene-6-vinylspiropyran>
CAS No.:82167-81-5
Molecular Formula:C₃₂H₄₀O₅
Molecular Weight:504.667
Hs Code.:

(2S,3R,3aS,5'S,6S,7aR)-3-<(benzyloxy)methoxy>-3-<(benzyloxy)methyl>decahydro-5'-methyl-4'-methylene-6-vinylspiro<benzofuran-2(3H),2'-<2H>pyran>

Synonyms:(2S,3R,3aS,5'S,6S,7aR)-3-<(benzyloxy)methoxy>-3-<(benzyloxy)methyl>decahydro-5'-methyl-4'-methylene-6-vinylspiropyran>

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Chemical Property of (2S,3R,3aS,5'S,6S,7aR)-3-<(benzyloxy)methoxy>-3-<(benzyloxy)methyl>decahydro-5'-methyl-4'-methylene-6-vinylspiropyran>

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Technology Process of (2S,3R,3aS,5'S,6S,7aR)-3-<(benzyloxy)methoxy>-3-<(benzyloxy)methyl>decahydro-5'-methyl-4'-methylene-6-vinylspiropyran>

There total 15 articles about (2S,3R,3aS,5'S,6S,7aR)-3-<(benzyloxy)methoxy>-3-<(benzyloxy)methyl>decahydro-5'-methyl-4'-methylene-6-vinylspiropyran> 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:

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

: 82189-56-8
C₃₂H₄₀O₅

: 82167-81-5
(2S,3R,3aS,5'S,6S,7aR)-3-<(benzyloxy)methoxy>-3-<(benzyloxy)methyl>decahydro-5'-methyl-4'-methylene-6-vinylspiropyran>

Guidance literature:: With zinc(II) chloride; In dichloromethane; at -20 ℃; Yield given. Yields of byproduct given;
DOI:10.1021/ja00380a035

Reference yield:

: 88671-03-8
(S)-4-(benzyloxy)-2,3-dimethyl-1-butene

: 82167-81-5
(2S,3R,3aS,5'S,6S,7aR)-3-<(benzyloxy)methoxy>-3-<(benzyloxy)methyl>decahydro-5'-methyl-4'-methylene-6-vinylspiropyran>

Guidance literature:: Multi-step reaction with 3 steps

1: Li, NH₃

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

3: ZnCl₂ / CH₂Cl₂ / -20 °C

With n-butyllithium; potassium tert-butylate; ammonia; lithium; magnesium bromide; zinc(II) chloride; In dichloromethane;
DOI:10.1021/ja00380a035

Reference yield:

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

: 82167-81-5
(2S,3R,3aS,5'S,6S,7aR)-3-<(benzyloxy)methoxy>-3-<(benzyloxy)methyl>decahydro-5'-methyl-4'-methylene-6-vinylspiropyran>

Guidance literature:: Multi-step reaction with 6 steps

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

2: Jones reagent / acetone / 0 °C

3: 82 percent / Pb(OAc)4, Cu(OAc)2, pyridine / benzene / 80 °C

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

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

6: ZnCl₂ / CH₂Cl₂ / -20 °C

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