(5-amino-benzofuran-2-yl)-(6-benzyloxy-3-chloromethyl-2,3-dihydro-indol-1-yl)-methanone

Base Information

• Chemical Name: (5-amino-benzofuran-2-yl)-(6-benzyloxy-3-chloromethyl-2,3-dihydro-indol-1-yl)-methanone
• CAS No.: 489457-58-1
• Molecular Formula: C₂₅H₂₁ClN₂O₃
• Molecular Weight: 432.906

Synonyms:(5-amino-benzofuran-2-yl)-(6-benzyloxy-3-chloromethyl-2,3-dihydro-indol-1-yl)-methanone

Chemical Property of (5-amino-benzofuran-2-yl)-(6-benzyloxy-3-chloromethyl-2,3-dihydro-indol-1-yl)-methanone

Chemical Property:

Purity/Quality:

Safty Information:

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Technology Process of (5-amino-benzofuran-2-yl)-(6-benzyloxy-3-chloromethyl-2,3-dihydro-indol-1-yl)-methanone

There total 4 articles about (5-amino-benzofuran-2-yl)-(6-benzyloxy-3-chloromethyl-2,3-dihydro-indol-1-yl)-methanone 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:

(6-benzyloxy-3-chloromethyl-2,3-dihydro-indol-1-yl)-(5-nitro-benzofuran-2-yl)-methanone (489457-57-0) → (5-amino-benzofuran-2-yl)-(6-benzyloxy-3-chloromethyl-2,3-dihydro-indol-1-yl)-methanone (489457-58-1)

Guidance literature:

With hydrogen; platinum(IV) oxide; under 2844.31 Torr;

DOI:10.1016/S0960-894X(02)00341-4

Reference yield:

2-[4-(benzyloxy)-2-nitrophenyl]propane-1,3-diol (106014-83-9) → (5-amino-benzofuran-2-yl)-(6-benzyloxy-3-chloromethyl-2,3-dihydro-indol-1-yl)-methanone (489457-58-1)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 100 percent / triphenylophosphine; CCl₄

2.1: stannous chloride; hydrochloride acid

2.2: NaOH

3.1: EDCI; N,N-dimethylaminopyridine / dimethylformamide

4.1: H₂ / PtO₂ / 2844.31 Torr

With hydrogenchloride; tetrachloromethane; dmap; hydrogen; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triphenylphosphine; tin(ll) chloride; platinum(IV) oxide; In N,N-dimethyl-formamide;

DOI:10.1016/S0960-894X(02)00341-4

Reference yield:

6-benzyloxy-3-(chloromethyl)indoline (351890-37-4) → (5-amino-benzofuran-2-yl)-(6-benzyloxy-3-chloromethyl-2,3-dihydro-indol-1-yl)-methanone (489457-58-1)

Guidance literature:

Multi-step reaction with 2 steps

1: EDCI; N,N-dimethylaminopyridine / dimethylformamide

2: H₂ / PtO₂ / 2844.31 Torr

With dmap; hydrogen; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; platinum(IV) oxide; In N,N-dimethyl-formamide;

DOI:10.1016/S0960-894X(02)00341-4

upstream raw materials:

(6-benzyloxy-3-chloromethyl-2,3-dihydro-indol-1-yl)-(5-nitro-benzofuran-2-yl)-methanone

2-[4-(benzyloxy)-2-nitrophenyl]propane-1,3-diol

6-benzyloxy-3-(chloromethyl)indoline

2-[4-benzyloxy-2-nitrophenyl]-1,3-dichloropropane

Downstream raw materials:

[4-({4-[(4-{4-[2-(6-benzyloxy-3-chloromethyl-2,3-dihydro-indole-1-carbonyl)-benzofuran-5-ylcarbamoyl]-butyrylamino}-1-methyl-1H-imidazole-2-carbonyl)-amino]-1-methyl-1H-pyrrole-2-carbonyl}-amino)-butyl]-carbamic acid tert-butyl ester

[4-({4-[(4-{4-[2-(6-benzyloxy-3-chloromethyl-2,3-dihydro-indole-1-carbonyl)-benzofuran-5-ylcarbamoyl]-butyrylamino}-1-methyl-1H-pyrrole-2-carbonyl)-amino]-1-methyl-1H-imidazole-2-carbonyl}-amino)-butyl]-carbamic acid tert-butyl ester

[4-({4-[(4-{4-[2-(6-benzyloxy-3-chloromethyl-2,3-dihydro-indole-1-carbonyl)-benzofuran-5-ylcarbamoyl]-butyrylamino}-1-methyl-1H-pyrrole-2-carbonyl)-amino]-1-methyl-1H-pyrrole-2-carbonyl}-amino)-butyl]-carbamic acid tert-butyl ester

[4-({4-[(4-{4-[2-(6-benzyloxy-3-chloromethyl-2,3-dihydro-indole-1-carbonyl)-benzofuran-5-ylcarbamoyl]-butyrylamino}-1-methyl-1H-imidazole-2-carbonyl)-amino]-1-methyl-1H-imidazole-2-carbonyl}-amino)-butyl]-carbamic acid tert-butyl ester

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