(3aR,5R,6S,6aR)-6-Benzyloxy-2,2-dimethyl-5-(3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluoro-octyl)-tetrahydro-furo[2,3-d][1,3]dioxole

Base Information

• Chemical Name: (3aR,5R,6S,6aR)-6-Benzyloxy-2,2-dimethyl-5-(3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluoro-octyl)-tetrahydro-furo[2,3-d][1,3]dioxole
• CAS No.: 204057-92-1
• Molecular Formula: C₂₂H₂₁F₁₃O₄
• Molecular Weight: 596.386
• Mol file: 204057-92-1.mol

Synonyms:(3aR,5R,6S,6aR)-6-Benzyloxy-2,2-dimethyl-5-(3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluoro-octyl)-tetrahydro-furo[2,3-d][1,3]dioxole

Chemical Property of (3aR,5R,6S,6aR)-6-Benzyloxy-2,2-dimethyl-5-(3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluoro-octyl)-tetrahydro-furo[2,3-d][1,3]dioxole

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3aR,5R,6S,6aR)-6-Benzyloxy-2,2-dimethyl-5-(3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluoro-octyl)-tetrahydro-furo[2,3-d][1,3]dioxole

There total 3 articles about (3aR,5R,6S,6aR)-6-Benzyloxy-2,2-dimethyl-5-(3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluoro-octyl)-tetrahydro-furo[2,3-d][1,3]dioxole 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: 53.0%

(3aR,5S,6R,6aR)-6-Benzyloxy-2,2-dimethyl-5-(3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluoro-1-iodo-octyl)-tetrahydro-furo[2,3-d][1,3]dioxole (204057-84-1) → (3aR,5R,6S,6aR)-6-Benzyloxy-2,2-dimethyl-5-(3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluoro-octyl)-tetrahydro-furo[2,3-d][1,3]dioxole (204057-92-1)

Guidance literature:

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In toluene; at 60 ℃; for 8h;

DOI:10.1002/(SICI)1099-0690(199803)1998:3<531::AID-EJOC531>3.0.CO;2-E

Reference yield: 7.0%

n-perfluorohexyl iodide (355-43-1) + 3-O-benzyl-5,6-dideoxy-1,2-O-isopropylidene-α-D-xylo-hex-5-enofuranose (19877-13-5) → (3aR,5R,6S,6aR)-6-Benzyloxy-2,2-dimethyl-5-(3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluoro-octyl)-tetrahydro-furo[2,3-d][1,3]dioxole (204057-92-1) + (3aR,5S,6R,6aR)-6-Benzyloxy-2,2-dimethyl-5-(3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluoro-1-iodo-octyl)-tetrahydro-furo[2,3-d][1,3]dioxole (204057-84-1)

Guidance literature:

With sodium dithionite; sodium hydrogencarbonate; In water; acetonitrile; at 20 ℃; for 24h;

DOI:10.1002/(SICI)1099-0690(199803)1998:3<531::AID-EJOC531>3.0.CO;2-E

Reference yield:

n-perfluorohexyl iodide (355-43-1) → (3aR,5R,6S,6aR)-6-Benzyloxy-2,2-dimethyl-5-(3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluoro-octyl)-tetrahydro-furo[2,3-d][1,3]dioxole (204057-92-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 22 percent / Na₂S₂O₄, NaHCO₃ / acetonitrile; H₂O / 24 h / 20 °C

2: 53 percent / Bu₃SnH, AIBN / toluene / 8 h / 60 °C

With sodium dithionite; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; sodium hydrogencarbonate; In water; toluene; acetonitrile;

DOI:10.1002/(SICI)1099-0690(199803)1998:3<531::AID-EJOC531>3.0.CO;2-E

upstream raw materials:

n-perfluorohexyl iodide

3-O-benzyl-5,6-dideoxy-1,2-O-isopropylidene-α-D-xylo-hex-5-enofuranose

(3aR,5S,6R,6aR)-6-Benzyloxy-2,2-dimethyl-5-(3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluoro-1-iodo-octyl)-tetrahydro-furo[2,3-d][1,3]dioxole