methyl (2S,4R)-1-[(2S)-2-cyclohexyl-2-[[(3-hydroxyphenyl)acetyl]amino]-1-oxoethyl]-4-(3-hydroxypropoxy)-2-pyrrolidinecarboxylate

Base Information

Chemical Name:methyl (2S,4R)-1-[(2S)-2-cyclohexyl-2-[[(3-hydroxyphenyl)acetyl]amino]-1-oxoethyl]-4-(3-hydroxypropoxy)-2-pyrrolidinecarboxylate
CAS No.:367258-54-6
Molecular Formula:C₂₅H₃₆N₂O₇
Molecular Weight:476.57
Hs Code.:

Synonyms:methyl (2S,4R)-1-[(2S)-2-cyclohexyl-2-[[(3-hydroxyphenyl)acetyl]amino]-1-oxoethyl]-4-(3-hydroxypropoxy)-2-pyrrolidinecarboxylate

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Chemical Property of methyl (2S,4R)-1-[(2S)-2-cyclohexyl-2-[[(3-hydroxyphenyl)acetyl]amino]-1-oxoethyl]-4-(3-hydroxypropoxy)-2-pyrrolidinecarboxylate

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Technology Process of methyl (2S,4R)-1-[(2S)-2-cyclohexyl-2-[[(3-hydroxyphenyl)acetyl]amino]-1-oxoethyl]-4-(3-hydroxypropoxy)-2-pyrrolidinecarboxylate

There total 6 articles about methyl (2S,4R)-1-[(2S)-2-cyclohexyl-2-[[(3-hydroxyphenyl)acetyl]amino]-1-oxoethyl]-4-(3-hydroxypropoxy)-2-pyrrolidinecarboxylate 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:

: 13726-69-7,946610-68-0
(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid

: 367258-54-6
methyl (2S,4R)-1-[(2S)-2-cyclohexyl-2-[[(3-hydroxyphenyl)acetyl]amino]-1-oxoethyl]-4-(3-hydroxypropoxy)-2-pyrrolidinecarboxylate

Guidance literature:: Multi-step reaction with 7 steps

1: NaH; NaI / dimethylformamide / 18 h / 20 °C

2: 5.15 g / benzene; methanol; hexane / 1 h / 20 °C

3: 4 M HCl / dioxane / 5 h / 20 °C

4: 6.60 g / HOOBt; EDCI; NMM / dimethylformamide; CH₂Cl₂ / 18.5 h / -20 - -10 °C

5: 4 M HCl / dioxane / 4 h / 20 °C

6: 6.30 g / HOOBt; EDCI; NMM / dimethylformamide; CH₂Cl₂ / 18.5 h / -20 - -10 °C

7: 87 percent / H₂ / 10percent Pd/C / ethanol / 23 h / 20 °C

With 4-methyl-morpholine; hydrogenchloride; hydrogen; sodium hydride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 3-hydroxy-3,4-dihydrobenzotriazine-4-one; sodium iodide; 10percent Pd/C; In 1,4-dioxane; methanol; ethanol; hexane; dichloromethane; N,N-dimethyl-formamide; benzene;
DOI:10.1021/jo011160b

Reference yield:

: 367259-54-9
(2S,4R)-4-[3-(phenylmethoxy)propoxy]-1,2-pyrrolidinedicarboxylic acid 1-(1,1-dimethylethyl) 2-methyl ester

: 367258-54-6
methyl (2S,4R)-1-[(2S)-2-cyclohexyl-2-[[(3-hydroxyphenyl)acetyl]amino]-1-oxoethyl]-4-(3-hydroxypropoxy)-2-pyrrolidinecarboxylate

Guidance literature:: Multi-step reaction with 5 steps

1: 4 M HCl / dioxane / 5 h / 20 °C

2: 6.60 g / HOOBt; EDCI; NMM / dimethylformamide; CH₂Cl₂ / 18.5 h / -20 - -10 °C

3: 4 M HCl / dioxane / 4 h / 20 °C

4: 6.30 g / HOOBt; EDCI; NMM / dimethylformamide; CH₂Cl₂ / 18.5 h / -20 - -10 °C

5: 87 percent / H₂ / 10percent Pd/C / ethanol / 23 h / 20 °C

With 4-methyl-morpholine; hydrogenchloride; hydrogen; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 3-hydroxy-3,4-dihydrobenzotriazine-4-one; 10percent Pd/C; In 1,4-dioxane; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo011160b

Reference yield:

: 367260-47-7
(2S,4R)-4-(3-Benzyloxy-propoxy)-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester

: 367258-54-6
methyl (2S,4R)-1-[(2S)-2-cyclohexyl-2-[[(3-hydroxyphenyl)acetyl]amino]-1-oxoethyl]-4-(3-hydroxypropoxy)-2-pyrrolidinecarboxylate

Guidance literature:: Multi-step reaction with 6 steps

1: 5.15 g / benzene; methanol; hexane / 1 h / 20 °C

2: 4 M HCl / dioxane / 5 h / 20 °C

3: 6.60 g / HOOBt; EDCI; NMM / dimethylformamide; CH₂Cl₂ / 18.5 h / -20 - -10 °C

4: 4 M HCl / dioxane / 4 h / 20 °C

5: 6.30 g / HOOBt; EDCI; NMM / dimethylformamide; CH₂Cl₂ / 18.5 h / -20 - -10 °C

6: 87 percent / H₂ / 10percent Pd/C / ethanol / 23 h / 20 °C

With 4-methyl-morpholine; hydrogenchloride; hydrogen; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 3-hydroxy-3,4-dihydrobenzotriazine-4-one; 10percent Pd/C; In 1,4-dioxane; methanol; ethanol; hexane; dichloromethane; N,N-dimethyl-formamide; benzene;
DOI:10.1021/jo011160b