(5R,5aS,8aR,9R)-5-Phenyl-9-(2-trimethylsilanyl-ethoxymethoxy)-5,8,8a,9-tetrahydro-5aH-furo[3',4':6,7]naphtho[2,3-d][1,3]dioxol-6-one

Base Information

Chemical Name:(5R,5aS,8aR,9R)-5-Phenyl-9-(2-trimethylsilanyl-ethoxymethoxy)-5,8,8a,9-tetrahydro-5aH-furo[3',4':6,7]naphtho[2,3-d][1,3]dioxol-6-one
CAS No.:184348-29-6
Molecular Formula:C₂₅H₃₀O₆Si
Molecular Weight:454.595
Hs Code.:

Synonyms:(5R,5aS,8aR,9R)-5-Phenyl-9-(2-trimethylsilanyl-ethoxymethoxy)-5,8,8a,9-tetrahydro-5aH-furo[3',4':6,7]naphtho[2,3-d][1,3]dioxol-6-one

Suppliers and Price of (5R,5aS,8aR,9R)-5-Phenyl-9-(2-trimethylsilanyl-ethoxymethoxy)-5,8,8a,9-tetrahydro-5aH-furo[3',4':6,7]naphtho[2,3-d][1,3]dioxol-6-one

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of (5R,5aS,8aR,9R)-5-Phenyl-9-(2-trimethylsilanyl-ethoxymethoxy)-5,8,8a,9-tetrahydro-5aH-furo[3',4':6,7]naphtho[2,3-d][1,3]dioxol-6-one

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (5R,5aS,8aR,9R)-5-Phenyl-9-(2-trimethylsilanyl-ethoxymethoxy)-5,8,8a,9-tetrahydro-5aH-furo[3',4':6,7]naphtho[2,3-d][1,3]dioxol-6-one

There total 16 articles about (5R,5aS,8aR,9R)-5-Phenyl-9-(2-trimethylsilanyl-ethoxymethoxy)-5,8,8a,9-tetrahydro-5aH-furo[3',4':6,7]naphtho[2,3-d][1,3]dioxol-6-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: 80.0%

: 184348-28-5
(1R,2S,3R,4R)-6,7-methylenedioxy-2-(N-oxazolidinoyl)carbonyl-1-phenyl-3-triisopropylsilyloxymethyl-4-(2'-trimethylsilylethoxy)methoxy-1,2,3,4-tetrahydronaphthalene

: 184348-29-6
(5R,5aS,8aR,9R)-5-Phenyl-9-(2-trimethylsilanyl-ethoxymethoxy)-5,8,8a,9-tetrahydro-5aH-furo[3',4':6,7]naphtho[2,3-d][1,3]dioxol-6-one

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 50 ℃;
DOI:10.1021/ja961489s

Reference yield:

: 74879-22-4
6-bromobenzo-1,3-dioxole-5-carboxaldehyde dimethyl acetal

: 184348-29-6
(5R,5aS,8aR,9R)-5-Phenyl-9-(2-trimethylsilanyl-ethoxymethoxy)-5,8,8a,9-tetrahydro-5aH-furo[3',4':6,7]naphtho[2,3-d][1,3]dioxol-6-one

Guidance literature:: Multi-step reaction with 16 steps

1: 82 percent / n-BuLi / tetrahydrofuran

2: 92 percent / HOAc / 80 °C

3: 99 percent / H₂ / Pd/C

4: 88 percent / LiAlH₄ / diethyl ether / Heating

5: 100 percent / pyridine, DMAP / -5 °C

6: 83 percent / 10percent DMSO 50 mM KPO₄ buffer / porcine pancreatic lipase

7: 100 percent / imidazole / dimethylformamide / Ambient temperature

8: 97 percent / MeOH, K₂CO₃ / Ambient temperature

9: 100 percent / (COCl)2, DMSO, Et₃N / -78 °C

10: 90 percent / NaOMe / methanol / Ambient temperature

11: 93 percent / i-Pr₂NEt / CH₂Cl₂ / Ambient temperature

12: 100 percent / NaClO₂, NaH₂PO₄ / 2-methyl-propan-2-ol; various solvent(s)

13: 100 percent / tetrahydrofuran

14: 60 percent / n-BuLi / -78 °C

15: 78 percent / CuCN, Me₂S / tetrahydrofuran / -78 - -40 °C

16: 80 percent / TBAF / tetrahydrofuran / 50 °C

With pyridine; 1H-imidazole; methanol; dmap; sodium chlorite; sodium dihydrogenphosphate; lithium aluminium tetrahydride; n-butyllithium; oxalyl dichloride; dimethylsulfide; DMSO 50 mM KPO₄ buffer; tetrabutyl ammonium fluoride; hydrogen; sodium methylate; potassium carbonate; acetic acid; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide; tert-butyl alcohol;
DOI:10.1021/ja961489s

Reference yield:

: 162285-50-9
4-(dimethoxy)methyl-5-hydroxymethyl(1,2-methylenedioxy)benzene

: 184348-29-6
(5R,5aS,8aR,9R)-5-Phenyl-9-(2-trimethylsilanyl-ethoxymethoxy)-5,8,8a,9-tetrahydro-5aH-furo[3',4':6,7]naphtho[2,3-d][1,3]dioxol-6-one

Guidance literature:: Multi-step reaction with 15 steps

1: 92 percent / HOAc / 80 °C

2: 99 percent / H₂ / Pd/C

3: 88 percent / LiAlH₄ / diethyl ether / Heating

4: 100 percent / pyridine, DMAP / -5 °C

5: 83 percent / 10percent DMSO 50 mM KPO₄ buffer / porcine pancreatic lipase

6: 100 percent / imidazole / dimethylformamide / Ambient temperature

7: 97 percent / MeOH, K₂CO₃ / Ambient temperature

8: 100 percent / (COCl)2, DMSO, Et₃N / -78 °C

9: 90 percent / NaOMe / methanol / Ambient temperature

10: 93 percent / i-Pr₂NEt / CH₂Cl₂ / Ambient temperature

11: 100 percent / NaClO₂, NaH₂PO₄ / 2-methyl-propan-2-ol; various solvent(s)

12: 100 percent / tetrahydrofuran

13: 60 percent / n-BuLi / -78 °C

14: 78 percent / CuCN, Me₂S / tetrahydrofuran / -78 - -40 °C

15: 80 percent / TBAF / tetrahydrofuran / 50 °C

With pyridine; 1H-imidazole; methanol; dmap; sodium chlorite; sodium dihydrogenphosphate; lithium aluminium tetrahydride; n-butyllithium; oxalyl dichloride; dimethylsulfide; DMSO 50 mM KPO₄ buffer; tetrabutyl ammonium fluoride; hydrogen; sodium methylate; potassium carbonate; acetic acid; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide; tert-butyl alcohol;
DOI:10.1021/ja961489s