2(3H)-Furanone,3,3-difluorodihydro-5-(hydroxymethyl)-,(5R)-(9CI)

Base Information

• Chemical Name: 2(3H)-Furanone,3,3-difluorodihydro-5-(hydroxymethyl)-,(5R)-(9CI)
• CAS No.: 211807-33-9
• Molecular Formula: C₅H₆F₂O₃
• Molecular Weight: 152.098
• Mol file: 211807-33-9.mol

Synonyms:2(3H)-Furanone,3,3-difluorodihydro-5-(hydroxymethyl)-,(5R)-(9CI)

Chemical Property of 2(3H)-Furanone,3,3-difluorodihydro-5-(hydroxymethyl)-,(5R)-(9CI)

Chemical Property:

• PSA: 46.53000
• LogP: -0.07050

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2(3H)-Furanone,3,3-difluorodihydro-5-(hydroxymethyl)-,(5R)-(9CI)

There total 4 articles about 2(3H)-Furanone,3,3-difluorodihydro-5-(hydroxymethyl)-,(5R)-(9CI) 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:

3-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-2,2-difluoro-3-hydroxy-propionic acid ethyl ester (166376-97-2) → (R)-3,3-Difluoro-5-hydroxymethyl-dihydro-furan-2-one (211807-33-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 79 percent / dimethylformamide / 3 h / 50 °C

2: 20 percent / Bu₃SnH, AIBN / toluene / 0.67 h / 80 °C

3: 36percent HCl / 1) EtOH, 40-50 deg C, 3 h, 2) benzene, 95 deg C, 16 h

With hydrogenchloride; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In N,N-dimethyl-formamide; toluene;

DOI:10.1016/S0008-6215(97)00275-9

Reference yield:

3-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-2,2-difluoro-3-methylsulfanylthiocarboxyoxy-propionic acid ethyl ester (211807-62-4) → (R)-3,3-Difluoro-5-hydroxymethyl-dihydro-furan-2-one (211807-33-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 57 percent / Bu₃SnH, AIBN / toluene / 100 °C

2: 36percent HCl / 1) EtOH, 40-50 deg C, 3 h, 2) benzene, 95 deg C, 16 h

With hydrogenchloride; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In toluene;

DOI:10.1016/S0008-6215(97)00275-9

Reference yield:

3-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-2,2-difluoro-3-(imidazole-1-carbothioyloxy)-propionic acid ethyl ester (211807-31-7) → (R)-3,3-Difluoro-5-hydroxymethyl-dihydro-furan-2-one (211807-33-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 20 percent / Bu₃SnH, AIBN / toluene / 0.67 h / 80 °C

2: 36percent HCl / 1) EtOH, 40-50 deg C, 3 h, 2) benzene, 95 deg C, 16 h

With hydrogenchloride; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In toluene;

DOI:10.1016/S0008-6215(97)00275-9

upstream raw materials:

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

3-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-2,2-difluoro-3-hydroxy-propionic acid ethyl ester

3-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-2,2-difluoro-3-methylsulfanylthiocarboxyoxy-propionic acid ethyl ester

3-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-2,2-difluoro-3-(imidazole-1-carbothioyloxy)-propionic acid ethyl ester

Downstream raw materials:

Benzoic acid (2R,5R)-5-(6-chloro-purin-9-yl)-4,4-difluoro-tetrahydro-furan-2-ylmethyl ester

Benzoic acid (2R,5S)-5-(6-chloro-purin-9-yl)-4,4-difluoro-tetrahydro-furan-2-ylmethyl ester

Benzoic acid (2R,5R)-4,4-difluoro-5-(4-hydroxy-2-oxo-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl ester

Benzoic acid (2R,5S)-4,4-difluoro-5-(4-hydroxy-2-oxo-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl ester