(E)-5-(tert-Butyl-diphenyl-silanyloxy)-1-[(1R,2S,4aR,8R,8aS)-1,2-dihydroxy-8-(4-methoxy-benzyloxy)-2,5,5,8a-tetramethyl-decahydro-naphthalen-1-yl]-3-methyl-pent-2-en-1-one

Base Information

Chemical Name:(E)-5-(tert-Butyl-diphenyl-silanyloxy)-1-[(1R,2S,4aR,8R,8aS)-1,2-dihydroxy-8-(4-methoxy-benzyloxy)-2,5,5,8a-tetramethyl-decahydro-naphthalen-1-yl]-3-methyl-pent-2-en-1-one
CAS No.:136320-91-7
Molecular Formula:C₄₄H₆₀O₆Si
Molecular Weight:713.042
Hs Code.:

(E)-5-(tert-Butyl-diphenyl-silanyloxy)-1-[(1R,2S,4aR,8R,8aS)-1,2-dihydroxy-8-(4-methoxy-benzyloxy)-2,5,5,8a-tetramethyl-decahydro-naphthalen-1-yl]-3-methyl-pent-2-en-1-one

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Chemical Property of (E)-5-(tert-Butyl-diphenyl-silanyloxy)-1-[(1R,2S,4aR,8R,8aS)-1,2-dihydroxy-8-(4-methoxy-benzyloxy)-2,5,5,8a-tetramethyl-decahydro-naphthalen-1-yl]-3-methyl-pent-2-en-1-one

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Technology Process of (E)-5-(tert-Butyl-diphenyl-silanyloxy)-1-[(1R,2S,4aR,8R,8aS)-1,2-dihydroxy-8-(4-methoxy-benzyloxy)-2,5,5,8a-tetramethyl-decahydro-naphthalen-1-yl]-3-methyl-pent-2-en-1-one

There total 8 articles about (E)-5-(tert-Butyl-diphenyl-silanyloxy)-1-[(1R,2S,4aR,8R,8aS)-1,2-dihydroxy-8-(4-methoxy-benzyloxy)-2,5,5,8a-tetramethyl-decahydro-naphthalen-1-yl]-3-methyl-pent-2-en-1-one 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:

: 98-88-4
benzoyl chloride

: 136320-91-7,136321-00-1
(E)-5-(tert-Butyl-diphenyl-silanyloxy)-1-[(1R,2S,4aR,8R,8aS)-1,2-dihydroxy-8-(4-methoxy-benzyloxy)-2,5,5,8a-tetramethyl-decahydro-naphthalen-1-yl]-3-methyl-pent-2-en-1-one

Guidance literature:: Multi-step reaction with 8 steps

1: 95 percent / DMAP, pyridine / 2 h

2: TsOH / 0.17 h

3: HC(OMe)3, TsOH

4: 94 percent / K₂CO₃ / methanol / 3 h / 60 °C

5: 87 percent / SO₃*pyridine, Et₃N / dimethylsulfoxide / 3 h

6: 2) MnO₂ / 1) THF, -78 to -25 degC, 2.5 h, 2) benzene, 10 h

7: 87 percent / diethyl ether / 0.33 h / -78 °C

8: 1) 10percent aq.HCl, 2) K₂CO₃ / 1) THF, 20 min, 2) MeOH, 1.5 h

With pyridine; hydrogenchloride; dmap; manganese(IV) oxide; pyridine-SO₃ complex; potassium carbonate; toluene-4-sulfonic acid; triethylamine; trimethyl orthoformate; In methanol; diethyl ether; dimethyl sulfoxide;
DOI:10.1016/0040-4039(91)80618-G

Reference yield:

: 136321-06-7
[(2S,3aS,5aR,9R,9aS,9bS)-2-Methoxy-9-(4-methoxy-benzyloxy)-3a,6,6,9a-tetramethyl-octahydro-naphtho[1,2-d][1,3]dioxol-9b-yl]-methanol

: 136320-91-7,136321-00-1
(E)-5-(tert-Butyl-diphenyl-silanyloxy)-1-[(1R,2S,4aR,8R,8aS)-1,2-dihydroxy-8-(4-methoxy-benzyloxy)-2,5,5,8a-tetramethyl-decahydro-naphthalen-1-yl]-3-methyl-pent-2-en-1-one

Guidance literature:: Multi-step reaction with 4 steps

1: 87 percent / SO₃*pyridine, Et₃N / dimethylsulfoxide / 3 h

2: 2) MnO₂ / 1) THF, -78 to -25 degC, 2.5 h, 2) benzene, 10 h

3: 87 percent / diethyl ether / 0.33 h / -78 °C

4: 1) 10percent aq.HCl, 2) K₂CO₃ / 1) THF, 20 min, 2) MeOH, 1.5 h

With hydrogenchloride; manganese(IV) oxide; pyridine-SO₃ complex; potassium carbonate; triethylamine; In diethyl ether; dimethyl sulfoxide;
DOI:10.1016/0040-4039(91)80618-G

Reference yield:

: 136320-89-3
(2S,3aS,5aR,9R,9aS,9bR)-2-Methoxy-9-(4-methoxy-benzyloxy)-3a,6,6,9a-tetramethyl-octahydro-naphtho[1,2-d][1,3]dioxole-9b-carbaldehyde

: 136320-91-7,136321-00-1
(E)-5-(tert-Butyl-diphenyl-silanyloxy)-1-[(1R,2S,4aR,8R,8aS)-1,2-dihydroxy-8-(4-methoxy-benzyloxy)-2,5,5,8a-tetramethyl-decahydro-naphthalen-1-yl]-3-methyl-pent-2-en-1-one

Guidance literature:: Multi-step reaction with 3 steps

1: 2) MnO₂ / 1) THF, -78 to -25 degC, 2.5 h, 2) benzene, 10 h

2: 87 percent / diethyl ether / 0.33 h / -78 °C

3: 1) 10percent aq.HCl, 2) K₂CO₃ / 1) THF, 20 min, 2) MeOH, 1.5 h

With hydrogenchloride; manganese(IV) oxide; potassium carbonate; In diethyl ether;
DOI:10.1016/0040-4039(91)80618-G