Acetic acid (2S,3R,4S,5R,6R)-5-acetoxy-6-acetoxymethyl-4-benzyloxy-2-tritylsulfanyl-tetrahydro-pyran-3-yl ester

Base Information

Chemical Name:Acetic acid (2S,3R,4S,5R,6R)-5-acetoxy-6-acetoxymethyl-4-benzyloxy-2-tritylsulfanyl-tetrahydro-pyran-3-yl ester
CAS No.:616238-14-3
Molecular Formula:C₃₈H₃₈O₈S
Molecular Weight:654.781
Hs Code.:

Synonyms:Acetic acid (2S,3R,4S,5R,6R)-5-acetoxy-6-acetoxymethyl-4-benzyloxy-2-tritylsulfanyl-tetrahydro-pyran-3-yl ester

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Chemical Property of Acetic acid (2S,3R,4S,5R,6R)-5-acetoxy-6-acetoxymethyl-4-benzyloxy-2-tritylsulfanyl-tetrahydro-pyran-3-yl ester

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Technology Process of Acetic acid (2S,3R,4S,5R,6R)-5-acetoxy-6-acetoxymethyl-4-benzyloxy-2-tritylsulfanyl-tetrahydro-pyran-3-yl ester

There total 2 articles about Acetic acid (2S,3R,4S,5R,6R)-5-acetoxy-6-acetoxymethyl-4-benzyloxy-2-tritylsulfanyl-tetrahydro-pyran-3-yl 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: 58.0%

: 76-83-5
trityl chloride

: Acetic acid (2S,3R,4S,5R,6R)-5-acetoxy-6-acetoxymethyl-4-benzyloxy-2-carbamimidoylsulfanyl-tetrahydro-pyran-3-yl ester; hydrobromide

: 616238-14-3
Acetic acid (2S,3R,4S,5R,6R)-5-acetoxy-6-acetoxymethyl-4-benzyloxy-2-tritylsulfanyl-tetrahydro-pyran-3-yl ester

Guidance literature:: Acetic acid (2S,3R,4S,5R,6R)-5-acetoxy-6-acetoxymethyl-4-benzyloxy-2-carbamimidoylsulfanyl-tetrahydro-pyran-3-yl ester; hydrobromide; With sodium carbonate; sodium sulfite; In dichloromethane; water; at 20 ℃; for 1.5h;

trityl chloride; With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; for 24h;
DOI:10.1021/ol0353518

Reference yield:

: 34339-69-0
2,4,6-tri-O-acetyl-3-O-benzyl-α-D-glucopyranosyl bromide

: 616238-14-3
Acetic acid (2S,3R,4S,5R,6R)-5-acetoxy-6-acetoxymethyl-4-benzyloxy-2-tritylsulfanyl-tetrahydro-pyran-3-yl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: acetone / 15 h / Heating

2.1: Na₂CO₃; Na₂SO₃ / CH₂Cl₂; H₂O / 1.5 h / 20 °C

2.2: 58 percent / Hunig's base / CH₂Cl₂ / 24 h / 20 °C

With sodium carbonate; sodium sulfite; In dichloromethane; water; acetone;
DOI:10.1021/ol0353518