3-[2(R)-benzyloxypropyl]amino-3-methyl-N-[2,3,4,5-tetrahydro-2-oxo-1H-1-benzazepin-3(R)-yl]-butanamide

Base Information

• Chemical Name: 3-[2(R)-benzyloxypropyl]amino-3-methyl-N-[2,3,4,5-tetrahydro-2-oxo-1H-1-benzazepin-3(R)-yl]-butanamide
• CAS No.: 145486-47-1
• Molecular Formula: C₂₅H₃₃N₃O₃
• Molecular Weight: 423.555

Synonyms:3-[2(R)-benzyloxypropyl]amino-3-methyl-N-[2,3,4,5-tetrahydro-2-oxo-1H-1-benzazepin-3(R)-yl]-butanamide

Chemical Property of 3-[2(R)-benzyloxypropyl]amino-3-methyl-N-[2,3,4,5-tetrahydro-2-oxo-1H-1-benzazepin-3(R)-yl]-butanamide

Chemical Property:

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Technology Process of 3-[2(R)-benzyloxypropyl]amino-3-methyl-N-[2,3,4,5-tetrahydro-2-oxo-1H-1-benzazepin-3(R)-yl]-butanamide

There total 2 articles about 3-[2(R)-benzyloxypropyl]amino-3-methyl-N-[2,3,4,5-tetrahydro-2-oxo-1H-1-benzazepin-3(R)-yl]-butanamide 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:

3-t-butoxy-carbonylamino-3-methyl-N-[2,3,4,5-tetrahydro-2-oxo-1H-1-benzazepin-3(R)-yl]-butanamide (145485-77-4) → 3-[2(R)-benzyloxypropyl]amino-3-methyl-N-[2,3,4,5-tetrahydro-2-oxo-1H-1-benzazepin-3(R)-yl]-butanamide (145486-47-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 84 percent / CF₃COOH / CH₂Cl₂ / 1 h / Ambient temperature

2: 1.) 3-Angstroem molecular sieves, 2.) NaBH₃CN / 1.) methanol, pH 6, 2 h, r.t., 2.) methanol/THF, 72 h, r.t.

With 3 A molecular sieve; sodium cyanoborohydride; trifluoroacetic acid; In dichloromethane;

DOI:10.1002/hlca.19970800421

Reference yield:

→ 3-[2(R)-benzyloxypropyl]amino-3-methyl-N-[2,3,4,5-tetrahydro-2-oxo-1H-1-benzazepin-3(R)-yl]-butanamide (145486-47-1)

Guidance literature:

Reference yield: 92.0%

4'-bromomethyl-biphenyl-2-carboxylic acid tert-butyl ester (114772-40-6) + 3-[2(R)-benzyloxypropyl]amino-3-methyl-N-[2,3,4,5-tetrahydro-2-oxo-1H-1-benzazepin-3(R)-yl]-butanamide (145486-47-1) → t-Butyl 4'-[[3(R)-[[3-[2(R)-benzyloxypropyl]amino-3-methyl-1-oxobutyl]amino]-2,3,4,5-tetrahydro-2-oxo-1H-1-benzazepin-1-yl]methyl][1,1'-biphenyl]-2-carboxylate (170277-86-8)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; for 1.5h; Ambient temperature;

DOI:10.1002/hlca.19970800421

upstream raw materials:

3-t-butoxy-carbonylamino-3-methyl-N-[2,3,4,5-tetrahydro-2-oxo-1H-1-benzazepin-3(R)-yl]-butanamide

Downstream raw materials:

t-Butyl 4'-[[3(R)-[[3-[2(R)-benzyloxypropyl]amino-3-methyl-1-oxobutyl]amino]-2,3,4,5-tetrahydro-2-oxo-1H-1-benzazepin-1-yl]methyl][1,1'-biphenyl]-2-carboxylate

4'-{(R)-3-[3-((R)-2-Benzyloxy-propylamino)-3-methyl-butyrylamino]-2-oxo-2,3,4,5-tetrahydro-benzo[b]azepin-1-ylmethyl}-biphenyl-2-carboxylic acid

[(4'-{(R)-3-[3-((R)-2-Hydroxy-propylamino)-3-methyl-butyrylamino]-2-oxo-2,3,4,5-tetrahydro-benzo[b]azepin-1-ylmethyl}-biphenyl-2-carbonyl)-amino]-acetic acid

3-[(4'-{(R)-3-[3-((R)-2-Hydroxy-propylamino)-3-methyl-butyrylamino]-2-oxo-2,3,4,5-tetrahydro-benzo[b]azepin-1-ylmethyl}-biphenyl-2-carbonyl)-amino]-propionic acid

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