1-[(N-tert-butoxycarbonyl-D-1,2,3,4-tetrahydroisoquinoline-3-carbonyl)-4-chloro-D-phenylalanyl]-4-oxy-4-phenylpiperazine

Base Information

Chemical Name:1-[(N-tert-butoxycarbonyl-D-1,2,3,4-tetrahydroisoquinoline-3-carbonyl)-4-chloro-D-phenylalanyl]-4-oxy-4-phenylpiperazine
CAS No.:766550-09-8
Molecular Formula:C₃₄H₃₉ClN₄O₅
Molecular Weight:619.16
Hs Code.:

Synonyms:1-[(N-tert-butoxycarbonyl-D-1,2,3,4-tetrahydroisoquinoline-3-carbonyl)-4-chloro-D-phenylalanyl]-4-oxy-4-phenylpiperazine

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Chemical Property of 1-[(N-tert-butoxycarbonyl-D-1,2,3,4-tetrahydroisoquinoline-3-carbonyl)-4-chloro-D-phenylalanyl]-4-oxy-4-phenylpiperazine

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Technology Process of 1-[(N-tert-butoxycarbonyl-D-1,2,3,4-tetrahydroisoquinoline-3-carbonyl)-4-chloro-D-phenylalanyl]-4-oxy-4-phenylpiperazine

There total 8 articles about 1-[(N-tert-butoxycarbonyl-D-1,2,3,4-tetrahydroisoquinoline-3-carbonyl)-4-chloro-D-phenylalanyl]-4-oxy-4-phenylpiperazine 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: 88.0%

: 668980-39-0
1-[(N-tert-butoxycarbonyl-D-1,2,3,4-tetrahydroisoquinoline-3-carbonyl)-4-chloro-D-phenylalanyl]-4-phenylpiperazine

: 766550-09-8
1-[(N-tert-butoxycarbonyl-D-1,2,3,4-tetrahydroisoquinoline-3-carbonyl)-4-chloro-D-phenylalanyl]-4-oxy-4-phenylpiperazine

Guidance literature:: With dihydrogen peroxide; acetic acid; at 20 - 60 ℃; for 3h;
DOI:10.1021/jm0311285

Reference yield:

: 57292-44-1
N-Boc-D-(4-Cl)Phe-OH

: 766550-09-8
1-[(N-tert-butoxycarbonyl-D-1,2,3,4-tetrahydroisoquinoline-3-carbonyl)-4-chloro-D-phenylalanyl]-4-oxy-4-phenylpiperazine

Guidance literature:: Multi-step reaction with 6 steps

1: 89 percent / TEA / ethyl acetate / 7 h / Heating

2: 96 percent / AcOH; HCl / dioxane / 1 h / 20 °C

3: 99 percent / HATU; DIEA / dimethylformamide / 2 h / 20 °C

4: 100 percent / aq. NaOH / methanol / 1 h / 20 °C

5: 100 percent / HATU; DIEA / dimethylformamide / 2 h / 20 °C

6: 88 percent / aq. H₂O₂; AcOH / 3 h / 20 - 60 °C

With hydrogenchloride; sodium hydroxide; TEA; dihydrogen peroxide; acetic acid; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In 1,4-dioxane; methanol; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/jm0311285

Reference yield:

: 92-54-6
4-phenyl-1-piperazine

: 766550-09-8
1-[(N-tert-butoxycarbonyl-D-1,2,3,4-tetrahydroisoquinoline-3-carbonyl)-4-chloro-D-phenylalanyl]-4-oxy-4-phenylpiperazine

Guidance literature:: Multi-step reaction with 2 steps

1: 100 percent / HATU; DIEA / dimethylformamide / 2 h / 20 °C

2: 88 percent / aq. H₂O₂; AcOH / 3 h / 20 - 60 °C

With dihydrogen peroxide; acetic acid; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In N,N-dimethyl-formamide;
DOI:10.1021/jm0311285