Trifluoro-methanesulfonic acid (S)-1-((2S,3R,4S)-3,4-bis-methoxymethoxy-5-oxo-tetrahydro-furan-2-yl)-2-trityloxy-ethyl ester

Base Information

Chemical Name:Trifluoro-methanesulfonic acid (S)-1-((2S,3R,4S)-3,4-bis-methoxymethoxy-5-oxo-tetrahydro-furan-2-yl)-2-trityloxy-ethyl ester
CAS No.:1055042-07-3
Molecular Formula:C₃₀H₃₁F₃O₁₀S
Molecular Weight:640.631
Hs Code.:

Synonyms:Trifluoro-methanesulfonic acid (S)-1-((2S,3R,4S)-3,4-bis-methoxymethoxy-5-oxo-tetrahydro-furan-2-yl)-2-trityloxy-ethyl ester

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Chemical Property of Trifluoro-methanesulfonic acid (S)-1-((2S,3R,4S)-3,4-bis-methoxymethoxy-5-oxo-tetrahydro-furan-2-yl)-2-trityloxy-ethyl ester

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Technology Process of Trifluoro-methanesulfonic acid (S)-1-((2S,3R,4S)-3,4-bis-methoxymethoxy-5-oxo-tetrahydro-furan-2-yl)-2-trityloxy-ethyl ester

There total 4 articles about Trifluoro-methanesulfonic acid (S)-1-((2S,3R,4S)-3,4-bis-methoxymethoxy-5-oxo-tetrahydro-furan-2-yl)-2-trityloxy-ethyl ester 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:

: 358-23-6
trifluoromethylsulfonic anhydride

: 294204-12-9
2,3-di-O-methoxymethyl-6-O-triphenylmethyl-L-galactono-γ-lactone

: 1055042-07-3
Trifluoro-methanesulfonic acid (S)-1-((2S,3R,4S)-3,4-bis-methoxymethoxy-5-oxo-tetrahydro-furan-2-yl)-2-trityloxy-ethyl ester

Guidance literature:: With pyridine; In dichloromethane; at -40 ℃; for 2h;
DOI:10.1021/jo000141j

Reference yield:

: 69602-93-3
5,6-O-isopropylidene-L-galactonic acid γ-lactone

: 1055042-07-3
Trifluoro-methanesulfonic acid (S)-1-((2S,3R,4S)-3,4-bis-methoxymethoxy-5-oxo-tetrahydro-furan-2-yl)-2-trityloxy-ethyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: 81 percent / iPr₂NEt; n-Bu₄NI / dimethylformamide / 50 °C

2.1: 80 percent / aq. AcOH / 20 °C

3.1: (n-Bu)2SnO; MS 4A / benzene / Heating

3.2: 85 percent / iPr₂NEt / dimethylformamide / 3 h / 20 °C

4.1: pyridine / CH₂Cl₂ / 2 h / -40 °C

With pyridine; tetra-(n-butyl)ammonium iodide; di(n-butyl)tin oxide; acetic acid; N-ethyl-N,N-diisopropylamine; In dichloromethane; N,N-dimethyl-formamide; benzene; 1.1: Alkylation / 2.1: Hydrolysis / 3.1: stannylation / 3.2: Substitution / 4.1: Substitution;
DOI:10.1021/jo000141j

Reference yield:

: 260804-76-0
5,6-O-isopropylidene-2,3-di-O-methoxymethyl-L-galactono-γ-lactone

: 1055042-07-3
Trifluoro-methanesulfonic acid (S)-1-((2S,3R,4S)-3,4-bis-methoxymethoxy-5-oxo-tetrahydro-furan-2-yl)-2-trityloxy-ethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: 80 percent / aq. AcOH / 20 °C

2.1: (n-Bu)2SnO; MS 4A / benzene / Heating

2.2: 85 percent / iPr₂NEt / dimethylformamide / 3 h / 20 °C

3.1: pyridine / CH₂Cl₂ / 2 h / -40 °C

With pyridine; di(n-butyl)tin oxide; acetic acid; In dichloromethane; benzene; 1.1: Hydrolysis / 2.1: stannylation / 2.2: Substitution / 3.1: Substitution;
DOI:10.1021/jo000141j