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

Base Information

• Chemical Name: (2S,4R)-4-Benzyloxy-1-((2S,3R)-3-benzyloxy-2-tert-butoxycarbonylamino-butyryl)-pyrrolidine-2-carboxylic acid
• CAS No.: 894807-33-1
• Molecular Formula: C₂₈H₃₆N₂O₇
• Molecular Weight: 512.603

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

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

Chemical Property:

Purity/Quality:

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

There total 3 articles about (2S,4R)-4-Benzyloxy-1-((2S,3R)-3-benzyloxy-2-tert-butoxycarbonylamino-butyryl)-pyrrolidine-2-carboxylic acid 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:

(2S,4R)-4-Benzyloxy-1-((2S,3R)-3-benzyloxy-2-tert-butoxycarbonylamino-butyryl)-pyrrolidine-2-carboxylic acid methyl ester → (2S,4R)-4-Benzyloxy-1-((2S,3R)-3-benzyloxy-2-tert-butoxycarbonylamino-butyryl)-pyrrolidine-2-carboxylic acid (894807-33-1)

Guidance literature:

With sodium hydroxide; In methanol; water; at 20 ℃; for 2h;

DOI:10.3987/com-06-10675

Reference yield:

N-Boc-O-benzyl-L-threonine (15260-10-3) → (2S,4R)-4-Benzyloxy-1-((2S,3R)-3-benzyloxy-2-tert-butoxycarbonylamino-butyryl)-pyrrolidine-2-carboxylic acid (894807-33-1)

Guidance literature:

Multi-step reaction with 2 steps

1: DCC / CH₂Cl₂ / 20 °C

2: NaOH / H₂O; methanol / 2 h / 20 °C

With sodium hydroxide; dicyclohexyl-carbodiimide; In methanol; dichloromethane; water;

DOI:10.3987/com-06-10675

Reference yield:

4(R)-(phenylmethoxy)-(S)-proline methyl ester (113490-76-9) → (2S,4R)-4-Benzyloxy-1-((2S,3R)-3-benzyloxy-2-tert-butoxycarbonylamino-butyryl)-pyrrolidine-2-carboxylic acid (894807-33-1)

Guidance literature:

Multi-step reaction with 2 steps

1: DCC / CH₂Cl₂ / 20 °C

2: NaOH / H₂O; methanol / 2 h / 20 °C

With sodium hydroxide; dicyclohexyl-carbodiimide; In methanol; dichloromethane; water;

DOI:10.3987/com-06-10675

upstream raw materials:

N-Boc-O-benzyl-L-threonine

4(R)-(phenylmethoxy)-(S)-proline methyl ester

Downstream raw materials:

(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

(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

(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

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