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

Base Information

Chemical Name:1-[(N-tert-butoxycarbonyl-D-1,2,3,4-tetrahydroisoquinoline-3-carbonyl)-4-chloro-D-phenylalanyl]-4-cyclohexylpiperazine
CAS No.:766550-05-4
Molecular Formula:C₃₄H₄₅ClN₄O₄
Molecular Weight:609.209
Hs Code.:

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

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

Chemical Property:

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

There total 6 articles about 1-[(N-tert-butoxycarbonyl-D-1,2,3,4-tetrahydroisoquinoline-3-carbonyl)-4-chloro-D-phenylalanyl]-4-cyclohexylpiperazine 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: 100.0%

: 17766-28-8
cyclohexylpiperazine

: 252008-71-2
(N-tert-butoxycarbonyl-D-1,2,3,4-tetrahydroisoquinoline-3-carbonyl)-4-chloro-D-phenylalanine

: 766550-05-4
1-[(N-tert-butoxycarbonyl-D-1,2,3,4-tetrahydroisoquinoline-3-carbonyl)-4-chloro-D-phenylalanyl]-4-cyclohexylpiperazine

Guidance literature:: With 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; at 20 ℃;
DOI:10.1021/jm0311285

Reference yield:

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

: 766550-05-4
1-[(N-tert-butoxycarbonyl-D-1,2,3,4-tetrahydroisoquinoline-3-carbonyl)-4-chloro-D-phenylalanyl]-4-cyclohexylpiperazine

Guidance literature:: Multi-step reaction with 5 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 / 20 °C

With hydrogenchloride; sodium hydroxide; TEA; 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:

: 78879-20-6,144069-68-1,115962-35-1
D-N-tert-butoxycarbonyl-1,2,3,4-tetrahydroisoquinolinoline-3-carboxylic acid

: 766550-05-4
1-[(N-tert-butoxycarbonyl-D-1,2,3,4-tetrahydroisoquinoline-3-carbonyl)-4-chloro-D-phenylalanyl]-4-cyclohexylpiperazine

Guidance literature:: Multi-step reaction with 3 steps

1: 99 percent / HATU; DIEA / dimethylformamide / 2 h / 20 °C

2: 100 percent / aq. NaOH / methanol / 1 h / 20 °C

3: 100 percent / HATU; DIEA / dimethylformamide / 20 °C

With sodium hydroxide; 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 methanol; N,N-dimethyl-formamide;
DOI:10.1021/jm0311285