3-[4-((2S,3R,4R,5S,6S)-4-Acetoxy-5-benzyloxy-3-methoxy-6-methyl-tetrahydro-pyran-2-yloxy)-phenyl]-propionic acid methyl ester

Base Information

Chemical Name:3-[4-((2S,3R,4R,5S,6S)-4-Acetoxy-5-benzyloxy-3-methoxy-6-methyl-tetrahydro-pyran-2-yloxy)-phenyl]-propionic acid methyl ester
CAS No.:136848-16-3
Molecular Formula:C₂₆H₃₂O₈
Molecular Weight:472.535
Hs Code.:

Synonyms:3-[4-((2S,3R,4R,5S,6S)-4-Acetoxy-5-benzyloxy-3-methoxy-6-methyl-tetrahydro-pyran-2-yloxy)-phenyl]-propionic acid methyl ester

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Chemical Property of 3-[4-((2S,3R,4R,5S,6S)-4-Acetoxy-5-benzyloxy-3-methoxy-6-methyl-tetrahydro-pyran-2-yloxy)-phenyl]-propionic acid methyl ester

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Technology Process of 3-[4-((2S,3R,4R,5S,6S)-4-Acetoxy-5-benzyloxy-3-methoxy-6-methyl-tetrahydro-pyran-2-yloxy)-phenyl]-propionic acid methyl ester

There total 4 articles about 3-[4-((2S,3R,4R,5S,6S)-4-Acetoxy-5-benzyloxy-3-methoxy-6-methyl-tetrahydro-pyran-2-yloxy)-phenyl]-propionic acid methyl 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:

: 5597-50-2
3-(4-hydroxyphenyl)propionic acid methyl ester

: 1,3-di-O-acetyl-4-O-benzyl-2-O-methyl-L-rhamnopyranose

: 136848-16-3
3-[4-((2S,3R,4R,5S,6S)-4-Acetoxy-5-benzyloxy-3-methoxy-6-methyl-tetrahydro-pyran-2-yloxy)-phenyl]-propionic acid methyl ester

: 136848-17-4
3-[4-((2R,3R,4R,5S,6S)-4-Acetoxy-5-benzyloxy-3-methoxy-6-methyl-tetrahydro-pyran-2-yloxy)-phenyl]-propionic acid methyl ester

Guidance literature:: With toluene-4-sulfonic acid; In acetic anhydride; acetic acid; at 120 ℃; for 1h; Yield given. Yields of byproduct given;
DOI:10.1271/bbb1961.55.2123

Reference yield:

: 4613-15-4
benzyl 4-O-benzyl-α-L-rhamnopyranoside

: 136848-16-3
3-[4-((2S,3R,4R,5S,6S)-4-Acetoxy-5-benzyloxy-3-methoxy-6-methyl-tetrahydro-pyran-2-yloxy)-phenyl]-propionic acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 54.9 percent / 20percent aq. NaOH / tetrabutylammonium bromide / CH₂Cl₂ / 96 h / Ambient temperature

2: 3 M trifluoroacetic acid / 0.5 h / Heating

3: pyridine

4: p-toluenesulfonic acid / acetic acid; acetic anhydride / 1 h / 120 °C

With pyridine; sodium hydroxide; toluene-4-sulfonic acid; trifluoroacetic acid; tetrabutylammomium bromide; In dichloromethane; acetic anhydride; acetic acid;
DOI:10.1271/bbb1961.55.2123

Reference yield:

: 69558-14-1
benzyl 4-O-benzyl-2-O-methyl-α-L-rhamnopyranoside

: 136848-16-3
3-[4-((2S,3R,4R,5S,6S)-4-Acetoxy-5-benzyloxy-3-methoxy-6-methyl-tetrahydro-pyran-2-yloxy)-phenyl]-propionic acid methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 3 M trifluoroacetic acid / 0.5 h / Heating

2: pyridine

3: p-toluenesulfonic acid / acetic acid; acetic anhydride / 1 h / 120 °C

With pyridine; toluene-4-sulfonic acid; trifluoroacetic acid; In acetic anhydride; acetic acid;
DOI:10.1271/bbb1961.55.2123