2-[(5-chloro-1-methoxymethoxy-1H-pyrrole-2-carbonyl)-amino]-3-phenyl-propionic acid 9H-fluoren-9-ylmethyl ester

Base Information

• Chemical Name: 2-[(5-chloro-1-methoxymethoxy-1H-pyrrole-2-carbonyl)-amino]-3-phenyl-propionic acid 9H-fluoren-9-ylmethyl ester
• CAS No.: 887476-51-9
• Molecular Formula: C₃₀H₂₇ClN₂O₅
• Molecular Weight: 531.008

Synonyms:2-[(5-chloro-1-methoxymethoxy-1H-pyrrole-2-carbonyl)-amino]-3-phenyl-propionic acid 9H-fluoren-9-ylmethyl ester

Chemical Property of 2-[(5-chloro-1-methoxymethoxy-1H-pyrrole-2-carbonyl)-amino]-3-phenyl-propionic acid 9H-fluoren-9-ylmethyl ester

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Technology Process of 2-[(5-chloro-1-methoxymethoxy-1H-pyrrole-2-carbonyl)-amino]-3-phenyl-propionic acid 9H-fluoren-9-ylmethyl ester

There total 2 articles about 2-[(5-chloro-1-methoxymethoxy-1H-pyrrole-2-carbonyl)-amino]-3-phenyl-propionic acid 9H-fluoren-9-ylmethyl 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:

9-fluorenemethyl (S)-phenylalaninate hydrochloride + 5-chloro-1-(methoxymethoxy)-1H-pyrrole-2-carboxylic acid (802911-30-4) → 2-[(5-chloro-1-methoxymethoxy-1H-pyrrole-2-carbonyl)-amino]-3-phenyl-propionic acid 9H-fluoren-9-ylmethyl ester (887476-51-9)

Guidance literature:

With 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; for 4h;

DOI:10.1002/ejoc.200500856

Reference yield:

Boc-L-Phe-OFm (85812-92-6) → 2-[(5-chloro-1-methoxymethoxy-1H-pyrrole-2-carbonyl)-amino]-3-phenyl-propionic acid 9H-fluoren-9-ylmethyl ester (887476-51-9)

Guidance literature:

Multi-step reaction with 2 steps

1: HCl; water / diethyl ether / 1.5 h / 20 °C

2: 0.24 g / N-[3-(dimethylamino)propyl]-N'-ethylcarbodiimide*HCl; 1H-benzotriazol-1-ol hydrate; ethyldiisopropylamine / CH₂Cl₂ / 4 h / 20 °C

With hydrogenchloride; water; 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In diethyl ether; dichloromethane;

DOI:10.1002/ejoc.200500856

Reference yield: 88.0%

2-[(5-chloro-1-methoxymethoxy-1H-pyrrole-2-carbonyl)-amino]-3-phenyl-propionic acid 9H-fluoren-9-ylmethyl ester (887476-51-9) → 2-[(5-chloro-1-hydroxy-1H-pyrrole-2-carbonyl)-amino]-3-phenyl-propionic acid 9H-fluoren-9-ylmethyl ester (887476-49-5)

Guidance literature:

With ethanethiol; magnesium bromide; In diethyl ether; at 20 ℃; for 4h;

DOI:10.1002/ejoc.200500856

upstream raw materials:

5-chloro-1-(methoxymethoxy)-1H-pyrrole-2-carboxylic acid

Boc-L-Phe-OFm

Downstream raw materials:

2-[(5-chloro-1-hydroxy-1H-pyrrole-2-carbonyl)-amino]-3-phenyl-propionic acid 9H-fluoren-9-ylmethyl ester

2-[(5-chloro-1-hydroxy-1H-pyrrole-2-carbonyl)-amino]-3-phenyl-propionic acid

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