N_in-L-benzyloxycarbonylalanyl-N_a-2,2,2-trichloroethoxycarbonyl-D-tryptophan methyl ester

Base Information

• Chemical Name: N_in-L-benzyloxycarbonylalanyl-N_a-2,2,2-trichloroethoxycarbonyl-D-tryptophan methyl ester
• CAS No.: 316828-31-6
• Molecular Formula: C₂₆H₂₆Cl₃N₃O₇
• Molecular Weight: 598.867

Synonyms:N_in-L-benzyloxycarbonylalanyl-N_a-2,2,2-trichloroethoxycarbonyl-D-tryptophan methyl ester

Chemical Property of N_in-L-benzyloxycarbonylalanyl-N_a-2,2,2-trichloroethoxycarbonyl-D-tryptophan methyl ester

Chemical Property:

Purity/Quality:

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Technology Process of N_in-L-benzyloxycarbonylalanyl-N_a-2,2,2-trichloroethoxycarbonyl-D-tryptophan methyl ester

There total 7 articles about N_in-L-benzyloxycarbonylalanyl-N_a-2,2,2-trichloroethoxycarbonyl-D-tryptophan 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: 91.0%

benzyloxycarbonylalanine p-nitrophenyl ester (1168-87-2) + Nα-2,2,2-trichloroethoxycarbonyl-D-tryptophan methyl ester (316828-30-5) → Nin-L-benzyloxycarbonylalanyl-Na-2,2,2-trichloroethoxycarbonyl-D-tryptophan methyl ester (316828-31-6)

Guidance literature:

With potassium fluoride; 18-crown-6 ether; N-ethyl-N,N-diisopropylamine; In acetonitrile; at 20 ℃; for 24h;

DOI:10.1021/jo0264980

Reference yield: 64.0%

Nin-L-benzyloxycarbonylalanyl-Na-2,2,2-trichloroethoxycarbonyl-2-iodo-D-tryptophan methyl ester (316828-35-0) → Nin-L-benzyloxycarbonylalanyl-Na-2,2,2-trichloroethoxycarbonyl-D-tryptophan methyl ester (316828-31-6) + methyl (αR,2S)-2,3-dihydro-2-methyl-3-oxo-1-[(phenylmethoxy)carbonyl]-α-[[(2,2,2-trichloroethoxy)carbonyl]amino]-1H-imidazo(1,2-a)indole-9-propanoate (316828-33-8)

Guidance literature:

With potassium carbonate; tris-(o-tolyl)phosphine; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; In toluene; at 105 ℃; for 2h;

DOI:10.1021/jo0264980

Reference yield:

(R)-3-[1-((S)-2-Benzyloxycarbonylamino-propionyl)-2,3-dihydro-1H-indol-3-yl]-2-(2,2,2-trichloro-ethoxycarbonylamino)-propionic acid methyl ester → Nin-L-benzyloxycarbonylalanyl-Na-2,2,2-trichloroethoxycarbonyl-D-tryptophan methyl ester (316828-31-6)

Guidance literature:

With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In toluene; at 110 ℃; for 2h;

DOI:10.1021/ol0067686 DOI:10.1021/jo0264980

upstream raw materials:

benzyloxycarbonylalanine p-nitrophenyl ester

N_α-2,2,2-trichloroethoxycarbonyl-D-tryptophan methyl ester

N_in-L-benzyloxycarbonylalanyl-N_a-2,2,2-trichloroethoxycarbonyl-2-iodo-D-tryptophan methyl ester

N-Cbz-Ala

Downstream raw materials:

N_in-L-benzyloxycarbonylalanyl-N_a-2,2,2-trichloroethoxycarbonyl-2-iodo-D-tryptophan methyl ester

9-(2-{2-[1-(9H-fluoren-9-ylmethoxycarbonylamino)-ethyl]-benzo[d][1,3]oxazin-4-ylideneamino}-2-methoxycarbonyl-ethyl)-2-methyl-3-oxo-2,3-dihydro-imidazo[1,2-a]indole-1-carboxylic acid benzyl ester

fumiquinazoline A

methyl (αR,2S)-2,3-dihydro-2-methyl-3-oxo-1-[(phenylmethoxy)carbonyl]-α-[[(2,2,2-trichloroethoxy)carbonyl]amino]-1H-imidazo(1,2-a)indole-9-propanoate

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