cis-5-hydroxy-4-methoxy-6-phenylsulphanyl-6b,9a-dihydrofuro<3,2-b>naphtho<2,1-d>furan-8(9H)-one

Base Information

• Chemical Name: cis-5-hydroxy-4-methoxy-6-phenylsulphanyl-6b,9a-dihydrofuro<3,2-b>naphtho<2,1-d>furan-8(9H)-one
• CAS No.: 138648-12-1
• Molecular Formula: C₂₁H₁₆O₅S
• Molecular Weight: 380.421
• Mol file: 138648-12-1.mol

Synonyms:cis-5-hydroxy-4-methoxy-6-phenylsulphanyl-6b,9a-dihydrofuro<3,2-b>naphtho<2,1-d>furan-8(9H)-one

Chemical Property of cis-5-hydroxy-4-methoxy-6-phenylsulphanyl-6b,9a-dihydrofuro<3,2-b>naphtho<2,1-d>furan-8(9H)-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of cis-5-hydroxy-4-methoxy-6-phenylsulphanyl-6b,9a-dihydrofuro<3,2-b>naphtho<2,1-d>furan-8(9H)-one

There total 1 articles about cis-5-hydroxy-4-methoxy-6-phenylsulphanyl-6b,9a-dihydrofuro<3,2-b>naphtho<2,1-d>furan-8(9H)-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: 66.0%

(furan-2-yloxy)-trimethylsilane (61550-02-5) + 5-methoxy-3-phenylsulfanyl-1,4-naphthoquinone (105245-47-4) → cis-5-hydroxy-4-methoxy-6-phenylsulphanyl-6b,9a-dihydrofuro<3,2-b>naphtho<2,1-d>furan-8(9H)-one (138648-12-1)

Guidance literature:

In methanol;

DOI:10.1016/0040-4039(91)80184-8

Reference yield: 66.0%

cis-5-hydroxy-4-methoxy-6-phenylsulphanyl-6b,9a-dihydrofuro<3,2-b>naphtho<2,1-d>furan-8(9H)-one (138648-12-1) → (4R*,5R*)-5-(5-methoxy-1,4-dioxo-3-phenylsulfanyl-1,4-dihydro-2-naphthyl)-4-hydroxytetrahydrofuran-2-one (138648-14-3)

Guidance literature:

With ammonium cerium(IV) nitrate; In acetonitrile;

DOI:10.1016/0040-4039(91)80184-8

Reference yield:

cis-5-hydroxy-4-methoxy-6-phenylsulphanyl-6b,9a-dihydrofuro<3,2-b>naphtho<2,1-d>furan-8(9H)-one (138648-12-1) → (4R*,5R*)-5-(5-methoxy-1,4-dioxo-3-phenylsulfanyl-1,4-dihydro-2-naphthyl)-4-trimethylsiloxytetrahydrofuran-2-one (138648-16-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 66 percent / ceric ammonium nitrate / acetonitrile; H₂O

2: 80 percent / CH₂Cl₂ / 0.25 h / Ambient temperature

With ammonium cerium(IV) nitrate; In dichloromethane; water; acetonitrile;

upstream raw materials:

(furan-2-yloxy)-trimethylsilane

5-methoxy-3-phenylsulfanyl-1,4-naphthoquinone

Downstream raw materials:

(4R*,5R*)-5-(5-methoxy-1,4-dioxo-3-phenylsulfanyl-1,4-dihydro-2-naphthyl)-4-hydroxytetrahydrofuran-2-one

(4R*,5R*)-5-(5-methoxy-1,4-dioxo-3-phenylsulfanyl-1,4-dihydro-2-naphthyl)-4-trimethylsiloxytetrahydrofuran-2-one

5-(4-hydroxy-5-methoxy-1-oxo-3-phenylsulfinyl-1,2-dihydro-2-naphthylidene)-4-trimethylsiloxytetrahydrofuran-2-one