3-(2-Methoxycarbonyl-ethyl)-5-((2S,4R)-4-methoxycarbonylmethyl-4-methyl-5-oxo-tetrahydro-furan-2-carbonyl)-4-methyl-1H-pyrrole-2-carboxylic acid benzyl ester

Base Information

Chemical Name:3-(2-Methoxycarbonyl-ethyl)-5-((2S,4R)-4-methoxycarbonylmethyl-4-methyl-5-oxo-tetrahydro-furan-2-carbonyl)-4-methyl-1H-pyrrole-2-carboxylic acid benzyl ester
CAS No.:194544-59-7
Molecular Formula:C₂₆H₂₉NO₉
Molecular Weight:499.518
Hs Code.:

3-(2-Methoxycarbonyl-ethyl)-5-((2S,4R)-4-methoxycarbonylmethyl-4-methyl-5-oxo-tetrahydro-furan-2-carbonyl)-4-methyl-1H-pyrrole-2-carboxylic acid benzyl ester

Synonyms:3-(2-Methoxycarbonyl-ethyl)-5-((2S,4R)-4-methoxycarbonylmethyl-4-methyl-5-oxo-tetrahydro-furan-2-carbonyl)-4-methyl-1H-pyrrole-2-carboxylic acid benzyl ester

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Chemical Property of 3-(2-Methoxycarbonyl-ethyl)-5-((2S,4R)-4-methoxycarbonylmethyl-4-methyl-5-oxo-tetrahydro-furan-2-carbonyl)-4-methyl-1H-pyrrole-2-carboxylic acid benzyl ester

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Technology Process of 3-(2-Methoxycarbonyl-ethyl)-5-((2S,4R)-4-methoxycarbonylmethyl-4-methyl-5-oxo-tetrahydro-furan-2-carbonyl)-4-methyl-1H-pyrrole-2-carboxylic acid benzyl ester

There total 6 articles about 3-(2-Methoxycarbonyl-ethyl)-5-((2S,4R)-4-methoxycarbonylmethyl-4-methyl-5-oxo-tetrahydro-furan-2-carbonyl)-4-methyl-1H-pyrrole-2-carboxylic acid benzyl 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: 75.0%

: 100-39-0
benzyl bromide

: 194544-27-9
3-(2-Methoxycarbonylethyl)-5-((2S,4R)-4-methoxycarbonylmethyl-4-methyl-5-oxotetrahydrofuran-2-yl)formyl-4-methylpyrrole-2-carboxylic acid

: 194544-59-7
3-(2-Methoxycarbonyl-ethyl)-5-((2S,4R)-4-methoxycarbonylmethyl-4-methyl-5-oxo-tetrahydro-furan-2-carbonyl)-4-methyl-1H-pyrrole-2-carboxylic acid benzyl ester

Guidance literature:: With potassium carbonate; In N,N-dimethyl-formamide; for 12h; Ambient temperature;
DOI:10.1039/a700655a

Reference yield:

: (2S,4R)-4-Carboxymethyl-4-methyl-5-oxo-tetrahydro-furan-2-carboxylic acid benzyl ester

: 194544-59-7
3-(2-Methoxycarbonyl-ethyl)-5-((2S,4R)-4-methoxycarbonylmethyl-4-methyl-5-oxo-tetrahydro-furan-2-carbonyl)-4-methyl-1H-pyrrole-2-carboxylic acid benzyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: tetrahydrofuran; diethyl ether / 0.25 h

2: 99 percent / H₂ / 10percent Pd/C / methanol / 3 h

3: Ph₃P / toluene / 22 h / Ambient temperature

4: 1.) MeMgCl / 1.) toluene, THF, Et₂O, -78 deg C, 2.) toluene, -78 deg C, 1.5 h

5: 1.) SO₂Cl₂, 2.) H₂O / 1.) CH₂Cl₂, -5 deg C, 10 min, 2.) acetone, 15 min

6: aq. KMnO₄ / acetone / 3 h / Ambient temperature

7: 75 percent / K₂CO₃ / dimethylformamide / 12 h / Ambient temperature

With potassium permanganate; sulfuryl dichloride; water; hydrogen; methylmagnesium chloride; potassium carbonate; triphenylphosphine; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; N,N-dimethyl-formamide; acetone; toluene;
DOI:10.1039/a700655a

Reference yield:

: 147642-23-7
(2S,4R)-4-Methoxycarbonylmethyl-4-methyl-5-oxo-tetrahydro-furan-2-carboxylic acid

: 194544-59-7
3-(2-Methoxycarbonyl-ethyl)-5-((2S,4R)-4-methoxycarbonylmethyl-4-methyl-5-oxo-tetrahydro-furan-2-carbonyl)-4-methyl-1H-pyrrole-2-carboxylic acid benzyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: Ph₃P / toluene / 22 h / Ambient temperature

2: 1.) MeMgCl / 1.) toluene, THF, Et₂O, -78 deg C, 2.) toluene, -78 deg C, 1.5 h

3: 1.) SO₂Cl₂, 2.) H₂O / 1.) CH₂Cl₂, -5 deg C, 10 min, 2.) acetone, 15 min

4: aq. KMnO₄ / acetone / 3 h / Ambient temperature

5: 75 percent / K₂CO₃ / dimethylformamide / 12 h / Ambient temperature

With potassium permanganate; sulfuryl dichloride; water; methylmagnesium chloride; potassium carbonate; triphenylphosphine; In N,N-dimethyl-formamide; acetone; toluene;
DOI:10.1039/a700655a