(2S)-2-hydroxymethyl-N-[4'-[[2''-(methoxycarbonyl)ethyl]oxy]-5'-methoxy-2'-[[[(trichloroethyl)oxy]carbonyl]amino]benzoyl]pyrrolidine

Base Information

Chemical Name:(2S)-2-hydroxymethyl-N-[4'-[[2''-(methoxycarbonyl)ethyl]oxy]-5'-methoxy-2'-[[[(trichloroethyl)oxy]carbonyl]amino]benzoyl]pyrrolidine
CAS No.:219562-59-1
Molecular Formula:C₂₀H₂₅Cl₃N₂O₈
Molecular Weight:527.786
Hs Code.:

Synonyms:(2S)-2-hydroxymethyl-N-[4'-[[2''-(methoxycarbonyl)ethyl]oxy]-5'-methoxy-2'-[[[(trichloroethyl)oxy]carbonyl]amino]benzoyl]pyrrolidine

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Chemical Property of (2S)-2-hydroxymethyl-N-[4'-[[2''-(methoxycarbonyl)ethyl]oxy]-5'-methoxy-2'-[[[(trichloroethyl)oxy]carbonyl]amino]benzoyl]pyrrolidine

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Technology Process of (2S)-2-hydroxymethyl-N-[4'-[[2''-(methoxycarbonyl)ethyl]oxy]-5'-methoxy-2'-[[[(trichloroethyl)oxy]carbonyl]amino]benzoyl]pyrrolidine

There total 7 articles about (2S)-2-hydroxymethyl-N-[4'-[[2''-(methoxycarbonyl)ethyl]oxy]-5'-methoxy-2'-[[[(trichloroethyl)oxy]carbonyl]amino]benzoyl]pyrrolidine 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:

: 121-34-6
3-methoxy-4-hydroxybenzoic acid

: 219562-59-1
(2S)-2-hydroxymethyl-N-[4'-[[2''-(methoxycarbonyl)ethyl]oxy]-5'-methoxy-2'-[[[(trichloroethyl)oxy]carbonyl]amino]benzoyl]pyrrolidine

Guidance literature:: Multi-step reaction with 7 steps

1: 92 percent / aq. NaOH / 5 h / Heating

2: 77 percent / 70 percent aq. HNO₃ / 1.5 h / 0 - 20 °C

3: 86 percent / p-toluenesulfonic acid / 12 h / 20 °C

4: (COCl)2; DMF / CH₂Cl₂ / 20 °C

5: 56 percent / TEA / CH₂Cl₂ / 1 h / -20 °C

6: H₂ / 10 percent Pd/C / methanol / 12 h / 3102.89 Torr

7: pyridine / CH₂Cl₂ / 0 - 20 °C

With pyridine; sodium hydroxide; oxalyl dichloride; TEA; hydrogen; nitric acid; toluene-4-sulfonic acid; N,N-dimethyl-formamide; palladium on activated charcoal; In methanol; dichloromethane; 1: Alkylation / 2: Oxidation / 3: Esterification / 4: Chlorination / 5: Acylation / 6: Catalytic hydrogenation / 7: Acylation;
DOI:10.1021/jm991033w

Reference yield:

: 100059-65-2
3-methoxy-4-(3'-hydroxypropyloxy)benzoic acid

: 219562-59-1
(2S)-2-hydroxymethyl-N-[4'-[[2''-(methoxycarbonyl)ethyl]oxy]-5'-methoxy-2'-[[[(trichloroethyl)oxy]carbonyl]amino]benzoyl]pyrrolidine

Guidance literature:: Multi-step reaction with 6 steps

1: 77 percent / 70 percent aq. HNO₃ / 1.5 h / 0 - 20 °C

2: 86 percent / p-toluenesulfonic acid / 12 h / 20 °C

3: (COCl)2; DMF / CH₂Cl₂ / 20 °C

4: 56 percent / TEA / CH₂Cl₂ / 1 h / -20 °C

5: H₂ / 10 percent Pd/C / methanol / 12 h / 3102.89 Torr

6: pyridine / CH₂Cl₂ / 0 - 20 °C

With pyridine; oxalyl dichloride; TEA; hydrogen; nitric acid; toluene-4-sulfonic acid; N,N-dimethyl-formamide; palladium on activated charcoal; In methanol; dichloromethane; 1: Oxidation / 2: Esterification / 3: Chlorination / 4: Acylation / 5: Catalytic hydrogenation / 6: Acylation;
DOI:10.1021/jm991033w

Reference yield:

: 219562-46-6
4-[[2'-(methoxycarbonyl)methyl]oxy]-5-methoxy-2-nitrobenzoic acid

: 219562-59-1
(2S)-2-hydroxymethyl-N-[4'-[[2''-(methoxycarbonyl)ethyl]oxy]-5'-methoxy-2'-[[[(trichloroethyl)oxy]carbonyl]amino]benzoyl]pyrrolidine

Guidance literature:: Multi-step reaction with 4 steps

1: (COCl)2; DMF / CH₂Cl₂ / 20 °C

2: 56 percent / TEA / CH₂Cl₂ / 1 h / -20 °C

3: H₂ / 10 percent Pd/C / methanol / 12 h / 3102.89 Torr

4: pyridine / CH₂Cl₂ / 0 - 20 °C

With pyridine; oxalyl dichloride; TEA; hydrogen; N,N-dimethyl-formamide; palladium on activated charcoal; In methanol; dichloromethane; 1: Chlorination / 2: Acylation / 3: Catalytic hydrogenation / 4: Acylation;
DOI:10.1021/jm991033w