acetic acid 2-(4-methoxy-benzyloxy)-6,10,14,16a-tetramethyl-3-(1-methyl-but-2-enyl)-1-oxo-1,3a,4,7,8,9,12,13,16,16a-decahydro-cyclopentacyclopentadecen-7-yl ester

Base Information

Chemical Name:acetic acid 2-(4-methoxy-benzyloxy)-6,10,14,16a-tetramethyl-3-(1-methyl-but-2-enyl)-1-oxo-1,3a,4,7,8,9,12,13,16,16a-decahydro-cyclopentacyclopentadecen-7-yl ester
CAS No.:935263-67-5
Molecular Formula:C₃₇H₅₀O₅
Molecular Weight:574.801
Hs Code.:

acetic acid 2-(4-methoxy-benzyloxy)-6,10,14,16a-tetramethyl-3-(1-methyl-but-2-enyl)-1-oxo-1,3a,4,7,8,9,12,13,16,16a-decahydro-cyclopentacyclopentadecen-7-yl ester

Synonyms:acetic acid 2-(4-methoxy-benzyloxy)-6,10,14,16a-tetramethyl-3-(1-methyl-but-2-enyl)-1-oxo-1,3a,4,7,8,9,12,13,16,16a-decahydro-cyclopentacyclopentadecen-7-yl ester

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Chemical Property of acetic acid 2-(4-methoxy-benzyloxy)-6,10,14,16a-tetramethyl-3-(1-methyl-but-2-enyl)-1-oxo-1,3a,4,7,8,9,12,13,16,16a-decahydro-cyclopentacyclopentadecen-7-yl ester

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Technology Process of acetic acid 2-(4-methoxy-benzyloxy)-6,10,14,16a-tetramethyl-3-(1-methyl-but-2-enyl)-1-oxo-1,3a,4,7,8,9,12,13,16,16a-decahydro-cyclopentacyclopentadecen-7-yl ester

There total 15 articles about acetic acid 2-(4-methoxy-benzyloxy)-6,10,14,16a-tetramethyl-3-(1-methyl-but-2-enyl)-1-oxo-1,3a,4,7,8,9,12,13,16,16a-decahydro-cyclopentacyclopentadecen-7-yl ester 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:

: 935263-71-1
4-allyl-5-(4-hydroxy-3-methyl-but-2-enyl)-2-(4-methoxy-benzyloxy)-5-methyl-cyclopent-2-enone

: 935263-67-5
acetic acid 2-(4-methoxy-benzyloxy)-6,10,14,16a-tetramethyl-3-(1-methyl-but-2-enyl)-1-oxo-1,3a,4,7,8,9,12,13,16,16a-decahydro-cyclopentacyclopentadecen-7-yl ester

Guidance literature:: Multi-step reaction with 9 steps

1: 88 percent / PPh₃; CBr₄ / acetonitrile / 20 °C

2: 85 percent / LiHMDS; HMPA / tetrahydrofuran / 0.08 h / -40 °C

3: 77 percent / NaBH₄; DPPP / Pd(OAc)2 / dimethylsulfoxide

4: 44 percent / Grubbs second generation catalyst / benzene / 16 h / 20 °C

5: 93 percent / dimethyl sulfide; MgBr₂*Et₂O / CH₂Cl₂ / 0.67 h / 20 °C

6: (S,S)-N-[2-(2-PPh₂-benzoylamino)cyclohexyl]-2-PPh₂-benzamide / Pd₂dba3*CHCl₃ / CH₂Cl₂ / 20 °C

7: 1,2-dimethoxy-ethane / 1 h / 150 °C / microwave irradiation

8: Cs₂CO₃; Bu₄NI / dimethylformamide / 2 h

9: 8.7 mg / pyridine / 3 h / 20 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; trans-1,2-(1S,2S)-1,2-diaminocyclohexane-N,N’-bis(2’-diphenylphosphinobenzoyl); sodium tetrahydroborate; dimethylsulfide; carbon tetrabromide; 1,3-bis-(diphenylphosphino)propane; tetra-(n-butyl)ammonium iodide; caesium carbonate; triphenylphosphine; magnesium bromide; lithium hexamethyldisilazane; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; palladium diacetate; In tetrahydrofuran; pyridine; 1,2-dimethoxyethane; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; acetonitrile; benzene; 7: Claisen rearrangement;
DOI:10.1021/ja070571s

Reference yield:

: 935263-64-2
7-hydroxy-2-(4-methoxy-benzyloxy)-6,10,14,16a-tetramethyl-4,7,8,9,12,13,16,16a-octahydro-3aH-cyclopentacyclopentadecen-1-one

: 935263-67-5
acetic acid 2-(4-methoxy-benzyloxy)-6,10,14,16a-tetramethyl-3-(1-methyl-but-2-enyl)-1-oxo-1,3a,4,7,8,9,12,13,16,16a-decahydro-cyclopentacyclopentadecen-7-yl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 93 percent / dimethyl sulfide; MgBr₂*Et₂O / CH₂Cl₂ / 0.67 h / 20 °C

2: (S,S)-N-[2-(2-PPh₂-benzoylamino)cyclohexyl]-2-PPh₂-benzamide / Pd₂dba3*CHCl₃ / CH₂Cl₂ / 20 °C

3: 1,2-dimethoxy-ethane / 1 h / 150 °C / microwave irradiation

4: Cs₂CO₃; Bu₄NI / dimethylformamide / 2 h

5: 8.7 mg / pyridine / 3 h / 20 °C

With trans-1,2-(1S,2S)-1,2-diaminocyclohexane-N,N’-bis(2’-diphenylphosphinobenzoyl); dimethylsulfide; tetra-(n-butyl)ammonium iodide; caesium carbonate; magnesium bromide; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; In pyridine; 1,2-dimethoxyethane; dichloromethane; N,N-dimethyl-formamide; 3: Claisen rearrangement;
DOI:10.1021/ja070571s

Reference yield:

: 935263-58-4
8-benzenesulfonyl-2,6-dimethyl-octa-1,6-dien-3-ol

: 935263-67-5
acetic acid 2-(4-methoxy-benzyloxy)-6,10,14,16a-tetramethyl-3-(1-methyl-but-2-enyl)-1-oxo-1,3a,4,7,8,9,12,13,16,16a-decahydro-cyclopentacyclopentadecen-7-yl ester

Guidance literature:: Multi-step reaction with 8 steps

1: 85 percent / LiHMDS; HMPA / tetrahydrofuran / 0.08 h / -40 °C

2: 77 percent / NaBH₄; DPPP / Pd(OAc)2 / dimethylsulfoxide

3: 44 percent / Grubbs second generation catalyst / benzene / 16 h / 20 °C

4: 93 percent / dimethyl sulfide; MgBr₂*Et₂O / CH₂Cl₂ / 0.67 h / 20 °C

5: (S,S)-N-[2-(2-PPh₂-benzoylamino)cyclohexyl]-2-PPh₂-benzamide / Pd₂dba3*CHCl₃ / CH₂Cl₂ / 20 °C

6: 1,2-dimethoxy-ethane / 1 h / 150 °C / microwave irradiation

7: Cs₂CO₃; Bu₄NI / dimethylformamide / 2 h

8: 8.7 mg / pyridine / 3 h / 20 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; trans-1,2-(1S,2S)-1,2-diaminocyclohexane-N,N’-bis(2’-diphenylphosphinobenzoyl); sodium tetrahydroborate; dimethylsulfide; 1,3-bis-(diphenylphosphino)propane; tetra-(n-butyl)ammonium iodide; caesium carbonate; magnesium bromide; lithium hexamethyldisilazane; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; palladium diacetate; In tetrahydrofuran; pyridine; 1,2-dimethoxyethane; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; benzene; 6: Claisen rearrangement;
DOI:10.1021/ja070571s