(3R,3aR,5R,6S,7aS)-3a,7a-Dimethoxy-3,6-dimethyl-5-((E)-(1S,4R,5S,10R)-4,5,10-trimethoxy-1-methyl-10-phenyl-dec-2-enyl)-hexahydro-furo[3,2-b]pyran-2-one

Base Information

• Chemical Name: (3R,3aR,5R,6S,7aS)-3a,7a-Dimethoxy-3,6-dimethyl-5-((E)-(1S,4R,5S,10R)-4,5,10-trimethoxy-1-methyl-10-phenyl-dec-2-enyl)-hexahydro-furo[3,2-b]pyran-2-one
• CAS No.: 498579-74-1
• Molecular Formula: C₃₁H₄₈O₈
• Molecular Weight: 548.717
• Mol file: 498579-74-1.mol

Synonyms:

Chemical Property of (3R,3aR,5R,6S,7aS)-3a,7a-Dimethoxy-3,6-dimethyl-5-((E)-(1S,4R,5S,10R)-4,5,10-trimethoxy-1-methyl-10-phenyl-dec-2-enyl)-hexahydro-furo[3,2-b]pyran-2-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3R,3aR,5R,6S,7aS)-3a,7a-Dimethoxy-3,6-dimethyl-5-((E)-(1S,4R,5S,10R)-4,5,10-trimethoxy-1-methyl-10-phenyl-dec-2-enyl)-hexahydro-furo[3,2-b]pyran-2-one

There total 1 articles about (3R,3aR,5R,6S,7aS)-3a,7a-Dimethoxy-3,6-dimethyl-5-((E)-(1S,4R,5S,10R)-4,5,10-trimethoxy-1-methyl-10-phenyl-dec-2-enyl)-hexahydro-furo[3,2-b]pyran-2-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: 81.0%

methanol (67-56-1) + (1S,2S,3E,5R,6S,11S,14S,15R,16R,17S,18S)-15,17-dihydroxy-5,6,16-trimethoxy-2,14,18-trimethyl-11-phenyl-12,19-dioxabicyclo[13.3.1]nonadec-3-en-13-one (122547-72-2) → (3R,3aR,5R,6S,7aS)-3a,7a-Dimethoxy-3,6-dimethyl-5-((E)-(1S,4R,5S,10R)-4,5,10-trimethoxy-1-methyl-10-phenyl-dec-2-enyl)-hexahydro-furo[3,2-b]pyran-2-one (498579-74-1)

Guidance literature:

With sulfuric acid; at 20 ℃; for 24h;

DOI:10.1039/b206953a

Reference yield:

(3R,3aR,5R,6S,7aS)-3a,7a-Dimethoxy-3,6-dimethyl-5-((E)-(1S,4R,5S,10R)-4,5,10-trimethoxy-1-methyl-10-phenyl-dec-2-enyl)-hexahydro-furo[3,2-b]pyran-2-one (498579-74-1) → (3R,3aR,5R,6S,7aS)-5-((1S,4R,5S,10R)-2,3-Dihydroxy-4,5,10-trimethoxy-1-methyl-10-phenyl-decyl)-3a,7a-dimethoxy-3,6-dimethyl-hexahydro-furo[3,2-b]pyran-2-one

Guidance literature:

With osmium(VIII) oxide; 4-methylmorpholine N-oxide; In acetone; tert-butyl alcohol; at 20 ℃; for 24h;

DOI:10.1039/b206953a

Reference yield:

(3R,3aR,5R,6S,7aS)-3a,7a-Dimethoxy-3,6-dimethyl-5-((E)-(1S,4R,5S,10R)-4,5,10-trimethoxy-1-methyl-10-phenyl-dec-2-enyl)-hexahydro-furo[3,2-b]pyran-2-one (498579-74-1) → (2S,3S,8R)-2,3,8-Trimethoxy-8-phenyl-octanoic acid

Guidance literature:

Multi-step reaction with 3 steps

1.1: aq. OsO₄; 4-methylmorpholine N-oxide / acetone; 2-methyl-propan-2-ol / 24 h / 20 °C

2.1: aq. NaIO₄ / tetrahydrofuran / 0.67 h / 20 °C

2.2: 33.7 mg / NaBH₄ / CH₂Cl₂; methanol / 2 h / 20 °C

3.1: TEMPO; aq. NaClO₂; NaClO / NaHCO₃; KBr / acetone; various solvent(s) / 1.5 h / 0 °C

With 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium hypochlorite; sodium chlorite; sodium periodate; osmium(VIII) oxide; 4-methylmorpholine N-oxide; sodium hydrogencarbonate; potassium bromide; In tetrahydrofuran; acetone; tert-butyl alcohol;

DOI:10.1039/b206953a

upstream raw materials:

methanol

(1S,2S,3E,5R,6S,11S,14S,15R,16R,17S,18S)-15,17-dihydroxy-5,6,16-trimethoxy-2,14,18-trimethyl-11-phenyl-12,19-dioxabicyclo[13.3.1]nonadec-3-en-13-one

Downstream raw materials:

(2R,3S,8R)-2,3,8-trimethoxy-8-phenyloctan-1-ol