(S)-2-[((2S,4R)-4-Benzyloxy-1-{(2S,3R)-3-benzyloxy-2-[(S)-5-benzyloxycarbonylamino-2-(9H-fluoren-9-ylmethoxycarbonylamino)-pentanoylamino]-butyryl}-pyrrolidine-2-carbonyl)-amino]-4-(4-benzyloxy-phenyl)-butyric acid methyl ester

Base Information

• Chemical Name: (S)-2-[((2S,4R)-4-Benzyloxy-1-{(2S,3R)-3-benzyloxy-2-[(S)-5-benzyloxycarbonylamino-2-(9H-fluoren-9-ylmethoxycarbonylamino)-pentanoylamino]-butyryl}-pyrrolidine-2-carbonyl)-amino]-4-(4-benzyloxy-phenyl)-butyric acid methyl ester
• CAS No.: 894807-35-3
• Molecular Formula: C₆₉H₇₃N₅O₁₂
• Molecular Weight: 1164.36

Synonyms:

Chemical Property of (S)-2-[((2S,4R)-4-Benzyloxy-1-{(2S,3R)-3-benzyloxy-2-[(S)-5-benzyloxycarbonylamino-2-(9H-fluoren-9-ylmethoxycarbonylamino)-pentanoylamino]-butyryl}-pyrrolidine-2-carbonyl)-amino]-4-(4-benzyloxy-phenyl)-butyric acid methyl ester

Chemical Property:

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Useful:

Technology Process of (S)-2-[((2S,4R)-4-Benzyloxy-1-{(2S,3R)-3-benzyloxy-2-[(S)-5-benzyloxycarbonylamino-2-(9H-fluoren-9-ylmethoxycarbonylamino)-pentanoylamino]-butyryl}-pyrrolidine-2-carbonyl)-amino]-4-(4-benzyloxy-phenyl)-butyric acid methyl ester

There total 10 articles about (S)-2-[((2S,4R)-4-Benzyloxy-1-{(2S,3R)-3-benzyloxy-2-[(S)-5-benzyloxycarbonylamino-2-(9H-fluoren-9-ylmethoxycarbonylamino)-pentanoylamino]-butyryl}-pyrrolidine-2-carbonyl)-amino]-4-(4-benzyloxy-phenyl)-butyric acid methyl 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:

(S)-2-{[(2S,4R)-1-((2S,3R)-2-Amino-3-benzyloxy-butyryl)-4-benzyloxy-pyrrolidine-2-carbonyl]-amino}-4-(4-benzyloxy-phenyl)-butyric acid methyl ester + Nα-fluorenylmethyloxycarbonyl-Nδ-benzyloxycarbonylornithine (138775-07-2) → (S)-2-[((2S,4R)-4-Benzyloxy-1-{(2S,3R)-3-benzyloxy-2-[(S)-5-benzyloxycarbonylamino-2-(9H-fluoren-9-ylmethoxycarbonylamino)-pentanoylamino]-butyryl}-pyrrolidine-2-carbonyl)-amino]-4-(4-benzyloxy-phenyl)-butyric acid methyl ester (894807-35-3)

Guidance literature:

With sodium hydrogencarbonate; benzotriazol-1-ol; In N,N-dimethyl-formamide; at 0 - 20 ℃;

DOI:10.3987/com-06-10675

Reference yield:

(S)-2-Amino-4-(4-benzyloxy-phenyl)-butyric acid (894807-26-2) → (S)-2-[((2S,4R)-4-Benzyloxy-1-{(2S,3R)-3-benzyloxy-2-[(S)-5-benzyloxycarbonylamino-2-(9H-fluoren-9-ylmethoxycarbonylamino)-pentanoylamino]-butyryl}-pyrrolidine-2-carbonyl)-amino]-4-(4-benzyloxy-phenyl)-butyric acid methyl ester (894807-35-3)

Guidance literature:

Multi-step reaction with 4 steps

1: 100 percent / HCl / dioxane / 3 h / Heating

2: 47.2 percent / CMC; HOBt / dimethylformamide / 18 h / 20 °C

3: HCl / methanol; dioxane / 2 h / Heating

4: CMC; HOBt; NaHCO₃ / dimethylformamide / 0 - 20 °C

With hydrogenchloride; sodium hydrogencarbonate; benzotriazol-1-ol; In 1,4-dioxane; methanol; N,N-dimethyl-formamide;

DOI:10.3987/com-06-10675

Reference yield:

(S)-2-Amino-4-(4-benzyloxy-phenyl)-butyric acid methyl ester; hydrochloride → (S)-2-[((2S,4R)-4-Benzyloxy-1-{(2S,3R)-3-benzyloxy-2-[(S)-5-benzyloxycarbonylamino-2-(9H-fluoren-9-ylmethoxycarbonylamino)-pentanoylamino]-butyryl}-pyrrolidine-2-carbonyl)-amino]-4-(4-benzyloxy-phenyl)-butyric acid methyl ester (894807-35-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 47.2 percent / CMC; HOBt / dimethylformamide / 18 h / 20 °C

2: HCl / methanol; dioxane / 2 h / Heating

3: CMC; HOBt; NaHCO₃ / dimethylformamide / 0 - 20 °C

With hydrogenchloride; sodium hydrogencarbonate; benzotriazol-1-ol; In 1,4-dioxane; methanol; N,N-dimethyl-formamide;

DOI:10.3987/com-06-10675

upstream raw materials:

N^α-fluorenylmethyloxycarbonyl-N^δ-benzyloxycarbonylornithine

(S)-2-Amino-4-(4-benzyloxy-phenyl)-butyric acid

(2S,4R)-4-Benzyloxy-1-((2S,3R)-3-benzyloxy-2-tert-butoxycarbonylamino-butyryl)-pyrrolidine-2-carboxylic acid

(S)-2-{[(2S,4R)-4-Benzyloxy-1-((2S,3R)-3-benzyloxy-2-tert-butoxycarbonylamino-butyryl)-pyrrolidine-2-carbonyl]-amino}-4-(4-benzyloxy-phenyl)-butyric acid methyl ester

Downstream raw materials:

(S)-2-({(2S,4R)-1-[(2S,3R)-2-((S)-2-Amino-5-benzyloxycarbonylamino-pentanoylamino)-3-benzyloxy-butyryl]-4-benzyloxy-pyrrolidine-2-carbonyl}-amino)-4-(4-benzyloxy-phenyl)-butyric acid methyl ester

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