(2aR,3S,4aR,7R,8aS,8bS,11R,11aS)-3-Methoxy-2a,11-dimethyl-7-phenyl-decahydro-4,6,8-trioxa-pentaleno[6a,1-a]naphthalene

Base Information

Chemical Name:(2aR,3S,4aR,7R,8aS,8bS,11R,11aS)-3-Methoxy-2a,11-dimethyl-7-phenyl-decahydro-4,6,8-trioxa-pentaleno[6a,1-a]naphthalene
CAS No.:132548-40-4
Molecular Formula:C₂₂H₃₀O₄
Molecular Weight:358.478
Hs Code.:

Synonyms:

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Chemical Property of (2aR,3S,4aR,7R,8aS,8bS,11R,11aS)-3-Methoxy-2a,11-dimethyl-7-phenyl-decahydro-4,6,8-trioxa-pentaleno[6a,1-a]naphthalene

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Technology Process of (2aR,3S,4aR,7R,8aS,8bS,11R,11aS)-3-Methoxy-2a,11-dimethyl-7-phenyl-decahydro-4,6,8-trioxa-pentaleno[6a,1-a]naphthalene

There total 14 articles about (2aR,3S,4aR,7R,8aS,8bS,11R,11aS)-3-Methoxy-2a,11-dimethyl-7-phenyl-decahydro-4,6,8-trioxa-pentaleno[6a,1-a]naphthalene 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:

: C₂₂H₂₈O₆

: 132548-40-4
(2aR,3S,4aR,7R,8aS,8bS,11R,11aS)-3-Methoxy-2a,11-dimethyl-7-phenyl-decahydro-4,6,8-trioxa-pentaleno[6a,1-a]naphthalene

Guidance literature:: Multi-step reaction with 3 steps

1: Ph₃P, I₂ / benzene

2: 81 percent / Bu₃SnH / benzene

3: 1.) LiN(SiMe₃)2, PhN(SO₂CF₃)2, 2.) H₂ / 2.) Pd / 1.) THF, 2.) EtOH

With N,N-phenylbistrifluoromethane-sulfonimide; hydrogen; iodine; tri-n-butyl-tin hydride; triphenylphosphine; lithium hexamethyldisilazane; palladium; In benzene;
DOI:10.1039/c39900001440

Reference yield:

: 122622-39-3
(2R,4aR,6S,7R,8S,8aR)-7-(2-Hydroxy-ethyl)-6-methoxy-7-methyl-2-phenyl-8-vinyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-ol

: 132548-40-4
(2aR,3S,4aR,7R,8aS,8bS,11R,11aS)-3-Methoxy-2a,11-dimethyl-7-phenyl-decahydro-4,6,8-trioxa-pentaleno[6a,1-a]naphthalene

Guidance literature:: Multi-step reaction with 12 steps

1: imidazole / tetrahydrofuran

2: SOCl₂, pyridine / tetrahydrofuran / 1 h / 0 °C

3: 1.) KOAc, 2.) NaOMe / 1.) DMF, 2.) MeOH

4: PCC / CH₂Cl₂

5: tetrahydrofuran

6: 1.) Hg(OCOCF₃)2 / 1.) Et₂O, 12 h, 2.) xylene, reflux, 24 h

7: tetrahydrofuran

9: Bu₄NF / tetrahydrofuran

10: Ph₃P, I₂ / benzene

11: 81 percent / Bu₃SnH / benzene

12: 1.) LiN(SiMe₃)2, PhN(SO₂CF₃)2, 2.) H₂ / 2.) Pd / 1.) THF, 2.) EtOH

With pyridine; 1H-imidazole; thionyl chloride; N,N-phenylbistrifluoromethane-sulfonimide; tetrabutyl ammonium fluoride; hydrogen; iodine; tri-n-butyl-tin hydride; sodium methylate; potassium acetate; mercury(II) trifluoroacetate; triphenylphosphine; pyridinium chlorochromate; lithium hexamethyldisilazane; palladium; In tetrahydrofuran; dichloromethane; benzene;
DOI:10.1039/c39900001440

Reference yield:

: 122672-65-5
methyl 2-deoxy-2-(2-ethoxy-2-oxoethyl)-4,6-O-(phenylmethylene)-α-D-ribohexopyranosid-3-ulose

: 132548-40-4
(2aR,3S,4aR,7R,8aS,8bS,11R,11aS)-3-Methoxy-2a,11-dimethyl-7-phenyl-decahydro-4,6,8-trioxa-pentaleno[6a,1-a]naphthalene

Guidance literature:: Multi-step reaction with 15 steps

1: 78 percent / KH / tetrahydrofuran

2: tetrahydrofuran / 0.33 h

3: LiAlH₄ / tetrahydrofuran / 0.75 h / 0 °C

4: imidazole / tetrahydrofuran

5: SOCl₂, pyridine / tetrahydrofuran / 1 h / 0 °C

6: 1.) KOAc, 2.) NaOMe / 1.) DMF, 2.) MeOH

7: PCC / CH₂Cl₂

8: tetrahydrofuran

9: 1.) Hg(OCOCF₃)2 / 1.) Et₂O, 12 h, 2.) xylene, reflux, 24 h

10: tetrahydrofuran

12: Bu₄NF / tetrahydrofuran

13: Ph₃P, I₂ / benzene

14: 81 percent / Bu₃SnH / benzene

15: 1.) LiN(SiMe₃)2, PhN(SO₂CF₃)2, 2.) H₂ / 2.) Pd / 1.) THF, 2.) EtOH

With pyridine; 1H-imidazole; lithium aluminium tetrahydride; thionyl chloride; N,N-phenylbistrifluoromethane-sulfonimide; tetrabutyl ammonium fluoride; hydrogen; iodine; tri-n-butyl-tin hydride; sodium methylate; potassium acetate; mercury(II) trifluoroacetate; potassium hydride; triphenylphosphine; pyridinium chlorochromate; lithium hexamethyldisilazane; palladium; In tetrahydrofuran; dichloromethane; benzene;
DOI:10.1039/c39900001440