(1aS,2R,3aR,6R,7aR,7bS)-6-Phenyl-2-propyl-hexahydro-1,3,5,7-tetraoxa-cyclopropa[a]naphthalene

Base Information

• Chemical Name: (1aS,2R,3aR,6R,7aR,7bS)-6-Phenyl-2-propyl-hexahydro-1,3,5,7-tetraoxa-cyclopropa[a]naphthalene
• CAS No.: 197241-95-5
• Molecular Formula: C₁₆H₂₀O₄
• Molecular Weight: 276.332
• Mol file: 197241-95-5.mol

Synonyms:(1aS,2R,3aR,6R,7aR,7bS)-6-Phenyl-2-propyl-hexahydro-1,3,5,7-tetraoxa-cyclopropa[a]naphthalene

Chemical Property of (1aS,2R,3aR,6R,7aR,7bS)-6-Phenyl-2-propyl-hexahydro-1,3,5,7-tetraoxa-cyclopropa[a]naphthalene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1aS,2R,3aR,6R,7aR,7bS)-6-Phenyl-2-propyl-hexahydro-1,3,5,7-tetraoxa-cyclopropa[a]naphthalene

There total 7 articles about (1aS,2R,3aR,6R,7aR,7bS)-6-Phenyl-2-propyl-hexahydro-1,3,5,7-tetraoxa-cyclopropa[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: 18.0%

C30H34O9S2 → (1aS,2R,3aR,6R,7aR,7bS)-6-Phenyl-2-propyl-hexahydro-1,3,5,7-tetraoxa-cyclopropa[a]naphthalene (197241-95-5)

Guidance literature:

With sodium hydroxide; 2-methoxy-ethanol; tetra(n-butyl)ammonium hydrogensulfate; In water; dimethyl sulfoxide; toluene; 1.) room temperature, 8 d, 2.) reflux, 17 h;

DOI:10.1021/jo970666k

Reference yield:

(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)-1-propene (82659-53-8) → (1aS,2R,3aR,6R,7aR,7bS)-6-Phenyl-2-propyl-hexahydro-1,3,5,7-tetraoxa-cyclopropa[a]naphthalene (197241-95-5)

Guidance literature:

Multi-step reaction with 5 steps

1: 95 percent / H₂ / Pd/C / ethyl acetate; toluene / 5 h / 760 Torr

2: NaOMe / methanol / 3 h

3: p-TsOH / acetonitrile / 24 h

4: 1.) K₂CO₃, NaOH, 2.) 2-methoxyethanol, Bu₄NHSO₄ / 1.) toluene, DMSO, room temperature, 12 h; 55 deg C, 10 h, 2.) room temperature, 28 h

5: 18 percent / 2-methoxyethanol, NaOH, Bu₄NHSO₄ / toluene; dimethylsulfoxide; H₂O / 1.) room temperature, 8 d, 2.) reflux, 17 h

With sodium hydroxide; 2-methoxy-ethanol; hydrogen; sodium methylate; tetra(n-butyl)ammonium hydrogensulfate; potassium carbonate; toluene-4-sulfonic acid; palladium on activated charcoal; In methanol; water; dimethyl sulfoxide; ethyl acetate; toluene; acetonitrile;

DOI:10.1021/jo970666k

Reference yield:

benzaldehyde dimethyl acetal (1125-88-8) → (1aS,2R,3aR,6R,7aR,7bS)-6-Phenyl-2-propyl-hexahydro-1,3,5,7-tetraoxa-cyclopropa[a]naphthalene (197241-95-5)

Guidance literature:

Multi-step reaction with 3 steps

1: p-TsOH / acetonitrile / 24 h

2: 1.) K₂CO₃, NaOH, 2.) 2-methoxyethanol, Bu₄NHSO₄ / 1.) toluene, DMSO, room temperature, 12 h; 55 deg C, 10 h, 2.) room temperature, 28 h

3: 18 percent / 2-methoxyethanol, NaOH, Bu₄NHSO₄ / toluene; dimethylsulfoxide; H₂O / 1.) room temperature, 8 d, 2.) reflux, 17 h

With sodium hydroxide; 2-methoxy-ethanol; tetra(n-butyl)ammonium hydrogensulfate; potassium carbonate; toluene-4-sulfonic acid; In water; dimethyl sulfoxide; toluene; acetonitrile;

DOI:10.1021/jo970666k

upstream raw materials:

p-toluenesulfonyl chloride

(2R,4aR,6R,7R,8R,8aS)-2-Phenyl-6-propyl-hexahydro-pyrano[3,2-d][1,3]dioxine-7,8-diol

benzaldehyde dimethyl acetal

(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)-1-propene