(3aS,4S,6aR)-4-Methoxytetrahydrofuro[3,4-b]furan-2(3H)-one

Base Information

• Chemical Name: (3aS,4S,6aR)-4-Methoxytetrahydrofuro[3,4-b]furan-2(3H)-one
• CAS No.: 866594-60-7
• Molecular Formula: C7H10O4
• Molecular Weight: 158.154
• European Community (EC) Number: 692-063-1
• Nikkaji Number: J2.273.914J
• Wikidata: Q76421739
• Mol file: 866594-60-7.mol

Synonyms:866594-60-7;(3aS,4S,6aR)-4-Methoxytetrahydrofuro[3,4-b]furan-2(3H)-one;Furo[3,4-b]furan-2(3H)-one, tetrahydro-4-methoxy-, (3aS,4S,6aR)-;(3aS,4S,6aR)-Tetrahydro-4-methoxyfuro[3,4-b]furan-2(3H)-one;(3aS,4S,6aR)-4-methoxy-3a,4,6,6a-tetrahydro-3H-furo[2,3-c]furan-2-one;MFCD10698799;SCHEMBL1301482;AMY39011;EX-A3286;AKOS006305108;DS-5697;AC-27023;CS-0150981;D82569;A863095

Chemical Property of (3aS,4S,6aR)-4-Methoxytetrahydrofuro[3,4-b]furan-2(3H)-one

Chemical Property:

• Vapor Pressure: 0.001mmHg at 25°C
• Melting Point: 126-128 oC (isopropanol )**
• Refractive Index: 1.482
• Boiling Point: 311.592°C at 760 mmHg
• Flash Point: 140.55°C
• PSA: 44.76000
• Density: 1.26±0.1 g/cm3 (20 oC 760 Torr), Calc.*
• LogP: -0.07920
• Storage Temp.: 2-8°C
• Solubility.: Chloroform, Methanol
• XLogP3: -0.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 158.05790880
• Heavy Atom Count: 11
• Complexity: 179

Purity/Quality:

99%, ^*data from raw suppliers

(3aS,4S,6aR)-Tetrahydro-4-methoxyfuro[3,4-b]furan-2(3H)-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1C2CC(=O)OC2CO1
• Isomeric SMILES: CO[C@@H]1[C@H]2CC(=O)O[C@H]2CO1
• Uses: (3aS,4S,6aR)-Tetrahydro-4-methoxyfuro[3,4-b]furan-2(3H)-one is an impurity of Darunavir (D193500).

Technology Process of (3aS,4S,6aR)-4-Methoxytetrahydrofuro[3,4-b]furan-2(3H)-one

There total 20 articles about (3aS,4S,6aR)-4-Methoxytetrahydrofuro[3,4-b]furan-2(3H)-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:

C7H8O5 → (3aS,4S,6aR)-4-methoxy-tetrahydro-furo[3.4-b]furan-2(3H)-one (866594-60-7)

Guidance literature:

With hydrogenchloride; In methanol; at 0 - 23 ℃; for 12h; Inert atmosphere;

Reference yield:

C13H26O5Si → (3aS,4S,6aR)-4-methoxy-tetrahydro-furo[3.4-b]furan-2(3H)-one (866594-60-7)

Guidance literature:

C₁₃H₂₆O₅Si; With methanol; sulfuric acid; at 0 ℃; for 3h;

With potassium hydrogencarbonate; In methanol; water;

With sulfuric acid; In methanol; water; pH=4; Product distribution / selectivity;

Reference yield:

(3aS,4R,6aR)-4-methoxy-tetrahydro-furo[3.4-b]furan-2(3H)-one (866594-61-8) → (3aS,4S,6aR)-4-methoxy-tetrahydro-furo[3.4-b]furan-2(3H)-one (866594-60-7)

Guidance literature:

With methanesulfonic acid; In methanol; at 20 - 65 ℃; for 1 - 92h; Product distribution / selectivity; Heating / reflux;

upstream raw materials:

(R)-3-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-4-nitro-butyric acid ethyl ester

sodium methylate

2-[(R)-1-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-2-nitro-ethyl]-malonic acid dimethyl ester

ethyl (E)-3-[(R)-2,2-dimethyl-1,3-dioxolan-4-yl]acrylate

Downstream raw materials:

(3R,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-ol

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