5-Methyl-1H-pyrrole-2-carboxylic acid (2S,3R,4S,5S,6S)-2-[3-benzyloxycarbonyl-8-methyl-2-oxo-4-(toluene-4-sulfonyloxy)-2H-chromen-7-yloxy]-3-hydroxy-5-methoxy-6-methyl-tetrahydro-pyran-4-yl ester

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Chemical Name:5-Methyl-1H-pyrrole-2-carboxylic acid (2S,3R,4S,5S,6S)-2-[3-benzyloxycarbonyl-8-methyl-2-oxo-4-(toluene-4-sulfonyloxy)-2H-chromen-7-yloxy]-3-hydroxy-5-methoxy-6-methyl-tetrahydro-pyran-4-yl ester
CAS No.:265325-08-4
Molecular Formula:C₃₈H₃₇NO₁₃S
Molecular Weight:747.777
Hs Code.:

5-Methyl-1H-pyrrole-2-carboxylic acid (2S,3R,4S,5S,6S)-2-[3-benzyloxycarbonyl-8-methyl-2-oxo-4-(toluene-4-sulfonyloxy)-2H-chromen-7-yloxy]-3-hydroxy-5-methoxy-6-methyl-tetrahydro-pyran-4-yl ester

Synonyms:5-Methyl-1H-pyrrole-2-carboxylic acid (2S,3R,4S,5S,6S)-2-[3-benzyloxycarbonyl-8-methyl-2-oxo-4-(toluene-4-sulfonyloxy)-2H-chromen-7-yloxy]-3-hydroxy-5-methoxy-6-methyl-tetrahydro-pyran-4-yl ester

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Chemical Property of 5-Methyl-1H-pyrrole-2-carboxylic acid (2S,3R,4S,5S,6S)-2-[3-benzyloxycarbonyl-8-methyl-2-oxo-4-(toluene-4-sulfonyloxy)-2H-chromen-7-yloxy]-3-hydroxy-5-methoxy-6-methyl-tetrahydro-pyran-4-yl ester

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Technology Process of 5-Methyl-1H-pyrrole-2-carboxylic acid (2S,3R,4S,5S,6S)-2-[3-benzyloxycarbonyl-8-methyl-2-oxo-4-(toluene-4-sulfonyloxy)-2H-chromen-7-yloxy]-3-hydroxy-5-methoxy-6-methyl-tetrahydro-pyran-4-yl ester

There total 6 articles about 5-Methyl-1H-pyrrole-2-carboxylic acid (2S,3R,4S,5S,6S)-2-[3-benzyloxycarbonyl-8-methyl-2-oxo-4-(toluene-4-sulfonyloxy)-2H-chromen-7-yloxy]-3-hydroxy-5-methoxy-6-methyl-tetrahydro-pyran-4-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: 18.0%

: 5-Methyl-1H-pyrrole-2-carboxylic acid (3R,4S,5S,6S)-2,3-dihydroxy-5-methoxy-6-methyl-tetrahydro-pyran-4-yl ester

: 265325-05-1
7-hydroxy-8-methyl-2-oxo-4-(toluene-4-sulfonyloxy)-2H-chromene-3-carboxylic acid benzyl ester

: 265325-08-4
5-Methyl-1H-pyrrole-2-carboxylic acid (2S,3R,4S,5S,6S)-2-[3-benzyloxycarbonyl-8-methyl-2-oxo-4-(toluene-4-sulfonyloxy)-2H-chromen-7-yloxy]-3-hydroxy-5-methoxy-6-methyl-tetrahydro-pyran-4-yl ester

Guidance literature:: With triphenylphosphine; diethylazodicarboxylate; In dichloromethane; at 20 ℃; for 1h;
DOI:10.1016/S0040-4039(99)02351-5

Reference yield:

: 67973-49-3
4,7-dihydroxy-8-methyl-2H-1-benzopyran-2-one

: 265325-08-4
5-Methyl-1H-pyrrole-2-carboxylic acid (2S,3R,4S,5S,6S)-2-[3-benzyloxycarbonyl-8-methyl-2-oxo-4-(toluene-4-sulfonyloxy)-2H-chromen-7-yloxy]-3-hydroxy-5-methoxy-6-methyl-tetrahydro-pyran-4-yl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 75 percent / Et₃N / tetrahydrofuran / 20 h / 20 °C

2: 94 percent / (i-Pr)2NEt / CH₂Cl₂ / 2 h / 20 °C

3: 51 percent / DMAP / CH₂Cl₂ / 1 h / 20 °C

4: 54 percent / Et₃N / CH₂Cl₂ / 15 h / 20 °C

5: 97 percent / HF; KF / tetrahydrofuran; H₂O / 1 h / 20 °C

6: 18 percent / Ph₃P; DEAD / CH₂Cl₂ / 1 h / 20 °C

With dmap; potassium fluoride; hydrogen fluoride; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; dichloromethane; water; 1: Etherification / 2: Acylation / 3: Rearrangement / 4: Tosylation / 5: Elimination / 6: Condensation;
DOI:10.1016/S0040-4039(99)02351-5

Reference yield:

: 219783-80-9
7-[[(1,1-dimethylethyl)diphenylsilyl]oxy]-4-hydroxy-8-methyl-2H-1-benzopyran-2-one

: 265325-08-4
5-Methyl-1H-pyrrole-2-carboxylic acid (2S,3R,4S,5S,6S)-2-[3-benzyloxycarbonyl-8-methyl-2-oxo-4-(toluene-4-sulfonyloxy)-2H-chromen-7-yloxy]-3-hydroxy-5-methoxy-6-methyl-tetrahydro-pyran-4-yl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 94 percent / (i-Pr)2NEt / CH₂Cl₂ / 2 h / 20 °C

2: 51 percent / DMAP / CH₂Cl₂ / 1 h / 20 °C

3: 54 percent / Et₃N / CH₂Cl₂ / 15 h / 20 °C

4: 97 percent / HF; KF / tetrahydrofuran; H₂O / 1 h / 20 °C

5: 18 percent / Ph₃P; DEAD / CH₂Cl₂ / 1 h / 20 °C

With dmap; potassium fluoride; hydrogen fluoride; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; dichloromethane; water; 1: Acylation / 2: Rearrangement / 3: Tosylation / 4: Elimination / 5: Condensation;
DOI:10.1016/S0040-4039(99)02351-5