(1S,2S,3S)-4-(benzyloxy)-1-((R)-2,2,-dimethyl-1,3-dioxolan-4-yl)-1,3-difluorobutan-2-ol

Base Information

• Chemical Name: (1S,2S,3S)-4-(benzyloxy)-1-((R)-2,2,-dimethyl-1,3-dioxolan-4-yl)-1,3-difluorobutan-2-ol
• CAS No.: 1242308-74-2
• Molecular Formula: C₁₆H₂₂F₂O₄
• Molecular Weight: 316.345
• Mol file: 1242308-74-2.mol

Synonyms:(1S,2S,3S)-4-(benzyloxy)-1-((R)-2,2,-dimethyl-1,3-dioxolan-4-yl)-1,3-difluorobutan-2-ol

Chemical Property of (1S,2S,3S)-4-(benzyloxy)-1-((R)-2,2,-dimethyl-1,3-dioxolan-4-yl)-1,3-difluorobutan-2-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1S,2S,3S)-4-(benzyloxy)-1-((R)-2,2,-dimethyl-1,3-dioxolan-4-yl)-1,3-difluorobutan-2-ol

There total 7 articles about (1S,2S,3S)-4-(benzyloxy)-1-((R)-2,2,-dimethyl-1,3-dioxolan-4-yl)-1,3-difluorobutan-2-ol 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: 46.0%

(R)-4-((R)-((2S,3R)-3-((benzyloxy)methyl)oxiran-2-yl)fluoromethyl)-2-2dimethyl-1,3-dioxolane (1456889-96-5) → (1S,2S,3S)-4-(benzyloxy)-1-((R)-2,2,-dimethyl-1,3-dioxolan-4-yl)-1,3-difluorobutan-2-ol (1242308-74-2)

Guidance literature:

With triethylamine tris(hydrogen fluoride); triethylamine; at 100 ℃; for 72h; Inert atmosphere;

DOI:10.1016/j.jfluchem.2013.06.003

Reference yield: 16.0%

(R)-4-((R)-(3-(benzyloxymethyl)oxiran-2-yl)fluoromethyl)-2,2-dimethyl-1,3-dioxolane (1242308-73-1) → (1S,2S,3S)-4-(benzyloxy)-1-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-1,3-difluorobutan-2-ol (1242308-75-3) + (1S,2S,3S)-4-(benzyloxy)-1-((R)-2,2,-dimethyl-1,3-dioxolan-4-yl)-1,3-difluorobutan-2-ol (1242308-74-2)

Guidance literature:

With triethylamine tris(hydrogen fluoride); triethylamine; In chloroform; at 100 - 140 ℃; Microwave irradiation; Inert atmosphere;

DOI:10.1039/c0cc01128b

Reference yield:

(2R,3S)-3-(((R)-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)fluoromethyl)oxiran-2-yl)methanol (1456889-95-4) → (1S,2S,3S)-4-(benzyloxy)-1-((R)-2,2,-dimethyl-1,3-dioxolan-4-yl)-1,3-difluorobutan-2-ol (1242308-74-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 0 °C / Inert atmosphere

1.2: 1 h / 0 °C / Inert atmosphere

2.1: triethylamine; triethylamine tris(hydrogen fluoride) / 72 h / 100 °C / Inert atmosphere

With sodium hydride; triethylamine tris(hydrogen fluoride); triethylamine; In N,N-dimethyl-formamide;

DOI:10.1016/j.jfluchem.2013.06.003

upstream raw materials:

(R)-4-((R)-(3-(benzyloxymethyl)oxiran-2-yl)fluoromethyl)-2,2-dimethyl-1,3-dioxolane

(E)-ethyl 3-((2R,3R)-3-(((tert-butyldimethylsilyl)oxy)methyl)oxiran-2-yl)acrylate

(4S,5R,E)-ethyl 4-fluoro-5,6-dihydroxyhex-2-enoate

(S,E)-ethyl 4-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-4-fluorobut-2-enoate

Downstream raw materials:

(R)-4-((1R,2R,3S)-4-(benzyloxy)-1,2,3-trifluorobutyl)-2,2-dimethyl-1,3-dioxolane