(2S)-[(3R)-(1-benzyloxycarbonylethyl)ureido]-3-[(2S)-(9H-fluoren-9-ylmethoxycarbonylamino)cyclopropyl]propionic acid benzyl ester

Base Information

Chemical Name:(2S)-[(3R)-(1-benzyloxycarbonylethyl)ureido]-3-[(2S)-(9H-fluoren-9-ylmethoxycarbonylamino)cyclopropyl]propionic acid benzyl ester
CAS No.:725240-12-0
Molecular Formula:C₃₉H₃₉N₃O₇
Molecular Weight:661.755
Hs Code.:

Synonyms:(2S)-[(3R)-(1-benzyloxycarbonylethyl)ureido]-3-[(2S)-(9H-fluoren-9-ylmethoxycarbonylamino)cyclopropyl]propionic acid benzyl ester

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Chemical Property of (2S)-[(3R)-(1-benzyloxycarbonylethyl)ureido]-3-[(2S)-(9H-fluoren-9-ylmethoxycarbonylamino)cyclopropyl]propionic acid benzyl ester

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Technology Process of (2S)-[(3R)-(1-benzyloxycarbonylethyl)ureido]-3-[(2S)-(9H-fluoren-9-ylmethoxycarbonylamino)cyclopropyl]propionic acid benzyl ester

There total 6 articles about (2S)-[(3R)-(1-benzyloxycarbonylethyl)ureido]-3-[(2S)-(9H-fluoren-9-ylmethoxycarbonylamino)cyclopropyl]propionic 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:

: 1142-20-7
N-Cbz-Ala

: (S)-2-Amino-3-[(1S,2S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-cyclopropyl]-propionic acid benzyl ester

: 725240-12-0
(2S)-[(3R)-(1-benzyloxycarbonylethyl)ureido]-3-[(2S)-(9H-fluoren-9-ylmethoxycarbonylamino)cyclopropyl]propionic acid benzyl ester

Guidance literature:: With 1-hydroxy-7-aza-benzotriazole; thymidine 5'-phosphate; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In dichloromethane; at 0 - 20 ℃; for 16h;
DOI:10.1021/ol049409+

Reference yield:

: 543713-61-7
(2S,1'R,2'S)-2-amino-3-(2-nitrocyclopropyl)propionic acid

: 725240-12-0
(2S)-[(3R)-(1-benzyloxycarbonylethyl)ureido]-3-[(2S)-(9H-fluoren-9-ylmethoxycarbonylamino)cyclopropyl]propionic acid benzyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 98 percent / Na₂CO₃; KOH / H₂O; dioxane / 36 h / 20 - 35 °C

2: Zn; AcOH / 5 h / 20 °C

3: 0.358 g / aq. Na₂CO₃ / dimethylformamide / 1.5 h / 20 °C

4: 81 percent / DIEA; DMAP / CH₂Cl₂ / 3 h / 0 °C

5: i-Pr₃SiH; TFA / CH₂Cl₂ / 4 h / 20 °C

6: 0.179 g / HOAt; EDC; TMP / CH₂Cl₂ / 16 h / 0 - 20 °C

With dmap; potassium hydroxide; 1-hydroxy-7-aza-benzotriazole; chlorotriisopropylsilane; sodium carbonate; thymidine 5'-phosphate; acetic acid; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; zinc; In 1,4-dioxane; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1021/ol049409+

Reference yield:

: (S)-3-((1R,2S)-2-Amino-cyclopropyl)-2-tert-butoxycarbonylamino-propionic acid

: 725240-12-0
(2S)-[(3R)-(1-benzyloxycarbonylethyl)ureido]-3-[(2S)-(9H-fluoren-9-ylmethoxycarbonylamino)cyclopropyl]propionic acid benzyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 0.358 g / aq. Na₂CO₃ / dimethylformamide / 1.5 h / 20 °C

2: 81 percent / DIEA; DMAP / CH₂Cl₂ / 3 h / 0 °C

3: i-Pr₃SiH; TFA / CH₂Cl₂ / 4 h / 20 °C

4: 0.179 g / HOAt; EDC; TMP / CH₂Cl₂ / 16 h / 0 - 20 °C

With dmap; 1-hydroxy-7-aza-benzotriazole; chlorotriisopropylsilane; sodium carbonate; thymidine 5'-phosphate; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ol049409+