N^α-{[(benzyloxy)carbonyl]-L-alanyl}-1-{[(benzyloxy)carbonyl]-L-phenylalanyl}-L-tryptophan

Base Information

• Chemical Name: N^α-{[(benzyloxy)carbonyl]-L-alanyl}-1-{[(benzyloxy)carbonyl]-L-phenylalanyl}-L-tryptophan
• CAS No.: 1621538-56-4
• Molecular Formula: C₃₉H₃₈N₄O₈
• Molecular Weight: 690.753

Synonyms:N^α-{[(benzyloxy)carbonyl]-L-alanyl}-1-{[(benzyloxy)carbonyl]-L-phenylalanyl}-L-tryptophan

Chemical Property of N^α-{[(benzyloxy)carbonyl]-L-alanyl}-1-{[(benzyloxy)carbonyl]-L-phenylalanyl}-L-tryptophan

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Technology Process of N^α-{[(benzyloxy)carbonyl]-L-alanyl}-1-{[(benzyloxy)carbonyl]-L-phenylalanyl}-L-tryptophan

There total 2 articles about N^α-{[(benzyloxy)carbonyl]-L-alanyl}-1-{[(benzyloxy)carbonyl]-L-phenylalanyl}-L-tryptophan 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: 78.0%

(2S)-2-[((2S)-2-{[(benzyloxy)carbonyl]amino}propanoyl)amino]-3-(1H-indol-3-yl)propanoic acid (119645-65-7) + (S)-benzyl (1-(1H-benzo[d][1,2,3]triazol-1-yl)-1-oxo-3-phenylpropan-2-yl)carbamate (769922-77-2) → Nα-{[(benzyloxy)carbonyl]-L-alanyl}-1-{[(benzyloxy)carbonyl]-L-phenylalanyl}-L-tryptophan (1621538-56-4)

Guidance literature:

With triethylamine; In acetonitrile; at 0 ℃; for 8h;

DOI:10.1055/s-0033-1340089

Reference yield:

L-Tryptophan (73-22-3,27732-43-0,80206-30-0,27813-82-7) + benzyl N-[(1S)-2-(1H-1,2,3-benzotriazol-1-yl)-1-methyl-2-oxoethyl]carbamate (820239-42-7) → Nα-{[(benzyloxy)carbonyl]-L-alanyl}-1-{[(benzyloxy)carbonyl]-L-phenylalanyl}-L-tryptophan (1621538-56-4)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / acetonitrile; water / 8 h / 0 °C

2: triethylamine / acetonitrile / 8 h / 0 °C

With triethylamine; In water; acetonitrile;

DOI:10.1055/s-0033-1340089

upstream raw materials:

(2S)-2-[((2S)-2-{[(benzyloxy)carbonyl]amino}propanoyl)amino]-3-(1H-indol-3-yl)propanoic acid

(S)-benzyl (1-(1H-benzo[d][1,2,3]triazol-1-yl)-1-oxo-3-phenylpropan-2-yl)carbamate

L-Tryptophan

benzyl N-[(1S)-2-(1H-1,2,3-benzotriazol-1-yl)-1-methyl-2-oxoethyl]carbamate

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