(3aS,6R,6aR)-6-((E)-3-Iodo-allyl)-3a-methoxymethoxymethyl-2-phenyl-6,6a-dihydro-3aH-furo[3,4-d]oxazol-4-one

Base Information

Chemical Name:(3aS,6R,6aR)-6-((E)-3-Iodo-allyl)-3a-methoxymethoxymethyl-2-phenyl-6,6a-dihydro-3aH-furo[3,4-d]oxazol-4-one
CAS No.:497227-92-6
Molecular Formula:C₁₇H₁₈INO₅
Molecular Weight:443.238
Hs Code.:

Synonyms:(3aS,6R,6aR)-6-((E)-3-Iodo-allyl)-3a-methoxymethoxymethyl-2-phenyl-6,6a-dihydro-3aH-furo[3,4-d]oxazol-4-one

Suppliers and Price of (3aS,6R,6aR)-6-((E)-3-Iodo-allyl)-3a-methoxymethoxymethyl-2-phenyl-6,6a-dihydro-3aH-furo[3,4-d]oxazol-4-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 (3aS,6R,6aR)-6-((E)-3-Iodo-allyl)-3a-methoxymethoxymethyl-2-phenyl-6,6a-dihydro-3aH-furo[3,4-d]oxazol-4-one

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (3aS,6R,6aR)-6-((E)-3-Iodo-allyl)-3a-methoxymethoxymethyl-2-phenyl-6,6a-dihydro-3aH-furo[3,4-d]oxazol-4-one

There total 14 articles about (3aS,6R,6aR)-6-((E)-3-Iodo-allyl)-3a-methoxymethoxymethyl-2-phenyl-6,6a-dihydro-3aH-furo[3,4-d]oxazol-4-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: 78.0%

: ((3aR,6R,6aR)-3a-Methoxymethoxymethyl-4-oxo-2-phenyl-3a,4,6,6a-tetrahydro-furo[3,4-d]oxazol-6-yl)-acetaldehyde

: 6-allyl-3a-methoxymethoxymethyl-2-phenyl-6,6a-dihydro-3aH-furo[3,4-d]oxazol-4-one

: 497227-92-6
(3aS,6R,6aR)-6-((E)-3-Iodo-allyl)-3a-methoxymethoxymethyl-2-phenyl-6,6a-dihydro-3aH-furo[3,4-d]oxazol-4-one

Guidance literature:: DOI:10.1016/S0040-4039(02)02371-7

Reference yield:

: N-[2-(tert-butyl-dimethyl-silanyloxy)-1-hydroxymethyl-ethyl]-benzamide

: 497227-92-6
(3aS,6R,6aR)-6-((E)-3-Iodo-allyl)-3a-methoxymethoxymethyl-2-phenyl-6,6a-dihydro-3aH-furo[3,4-d]oxazol-4-one

Guidance literature:: Multi-step reaction with 12 steps

1: Dess-Martin periodinane / CH₂Cl₂

2: tetrahydrofuran / 0 °C

3: 95 percent / CH₂Cl₂; pyridine

4: 87 percent / K₂CO₃ / Pd(PPh₃)4 / acetonitrile / 60 °C

5: 99 percent / TBAF / tetrahydrofuran

6: RuCl₃,; K₂S₂O₈,; NaOH / acetonitrile

7: Et₂O

8: 58 percent / KHMDS,; HMPA / tetrahydrofuran / -78 °C

9: 90 percent / Hunig base / CH₂Cl₂

10: O₃ / methanol / -78 °C

11: MgBr₂*OEt₂ / CH₂Cl₂ / -20 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; ruthenium trichloride; sodium hydroxide; dipotassium peroxodisulfate; diethyl ether; tetrabutyl ammonium fluoride; potassium hexamethylsilazane; potassium carbonate; Dess-Martin periodane; ozone; N-ethyl-N,N-diisopropylamine; magnesium bromide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; pyridine; methanol; dichloromethane; acetonitrile; 3: acetylation / 12: osonolysis, iodomethylation;
DOI:10.1016/S0040-4039(02)02371-7

Reference yield:

: 482315-18-4
N-[(1S)-2-hydroxy-1-(tert-butyldimethylsilanyloxymethyl)-3-butenyl]-benzamide

: 497227-92-6
(3aS,6R,6aR)-6-((E)-3-Iodo-allyl)-3a-methoxymethoxymethyl-2-phenyl-6,6a-dihydro-3aH-furo[3,4-d]oxazol-4-one

Guidance literature:: Multi-step reaction with 10 steps

1: 95 percent / CH₂Cl₂; pyridine

2: 87 percent / K₂CO₃ / Pd(PPh₃)4 / acetonitrile / 60 °C

3: 99 percent / TBAF / tetrahydrofuran

4: RuCl₃,; K₂S₂O₈,; NaOH / acetonitrile

5: Et₂O

6: 58 percent / KHMDS,; HMPA / tetrahydrofuran / -78 °C

7: 90 percent / Hunig base / CH₂Cl₂

8: O₃ / methanol / -78 °C

9: MgBr₂*OEt₂ / CH₂Cl₂ / -20 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; ruthenium trichloride; sodium hydroxide; dipotassium peroxodisulfate; diethyl ether; tetrabutyl ammonium fluoride; potassium hexamethylsilazane; potassium carbonate; ozone; N-ethyl-N,N-diisopropylamine; magnesium bromide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; pyridine; methanol; dichloromethane; acetonitrile; 1: acetylation / 10: osonolysis, iodomethylation;
DOI:10.1016/S0040-4039(02)02371-7