tert-butyl tert-butyloxycarbonyl-O-tert-butyl-L-tyrosyl-L-1,2,3,4-tetrahydroisoquinoline-3-carbonyl-L-phenylalanyl-L-4-isothiocyanatophenylalaninate

Base Information

Chemical Name:tert-butyl tert-butyloxycarbonyl-O-tert-butyl-L-tyrosyl-L-1,2,3,4-tetrahydroisoquinoline-3-carbonyl-L-phenylalanyl-L-4-isothiocyanatophenylalaninate
CAS No.:320782-54-5
Molecular Formula:C₅₁H₆₁N₅O₈S
Molecular Weight:904.14
Hs Code.:

tert-butyl tert-butyloxycarbonyl-O-tert-butyl-L-tyrosyl-L-1,2,3,4-tetrahydroisoquinoline-3-carbonyl-L-phenylalanyl-L-4-isothiocyanatophenylalaninate

Synonyms:tert-butyl tert-butyloxycarbonyl-O-tert-butyl-L-tyrosyl-L-1,2,3,4-tetrahydroisoquinoline-3-carbonyl-L-phenylalanyl-L-4-isothiocyanatophenylalaninate

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Chemical Property of tert-butyl tert-butyloxycarbonyl-O-tert-butyl-L-tyrosyl-L-1,2,3,4-tetrahydroisoquinoline-3-carbonyl-L-phenylalanyl-L-4-isothiocyanatophenylalaninate

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Technology Process of tert-butyl tert-butyloxycarbonyl-O-tert-butyl-L-tyrosyl-L-1,2,3,4-tetrahydroisoquinoline-3-carbonyl-L-phenylalanyl-L-4-isothiocyanatophenylalaninate

There total 7 articles about tert-butyl tert-butyloxycarbonyl-O-tert-butyl-L-tyrosyl-L-1,2,3,4-tetrahydroisoquinoline-3-carbonyl-L-phenylalanyl-L-4-isothiocyanatophenylalaninate 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: 95.0%

: 463-71-8
thiophosgene

: 320782-53-4
tert-butyl tert-butyloxycarbonyl-O-tert-butyl-L-tyrosyl-L-1,2,3,4-tetrahydroisoquinoline-3-carbonyl-L-phenylalanyl-L-4-aminophenylalaninate

: 320782-54-5
tert-butyl tert-butyloxycarbonyl-O-tert-butyl-L-tyrosyl-L-1,2,3,4-tetrahydroisoquinoline-3-carbonyl-L-phenylalanyl-L-4-isothiocyanatophenylalaninate

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; for 1.5h;
DOI:10.1021/jm000345s

Reference yield:

: 47375-34-8
Boc-Tyr(t-Bu)-OH

: 320782-54-5
tert-butyl tert-butyloxycarbonyl-O-tert-butyl-L-tyrosyl-L-1,2,3,4-tetrahydroisoquinoline-3-carbonyl-L-phenylalanyl-L-4-isothiocyanatophenylalaninate

Guidance literature:: Multi-step reaction with 5 steps

1: 90 percent / PyBOP; DIPEA / CH₂Cl₂ / 20 °C

2: 30percent H₂O₂; 1 N NaOH / dioxane

3: PyBOP; DIPEA / dimethylformamide

4: piperidine / dimethylformamide / 1.5 h / 20 °C

5: 95 percent / DIPEA / CH₂Cl₂ / 1.5 h / 20 °C

With piperidine; sodium hydroxide; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm000345s

Reference yield:

: 320782-40-9
tert-butyloxycarbonyl-L-O-tert-butyltyrosyl-L-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid

: 320782-54-5
tert-butyl tert-butyloxycarbonyl-O-tert-butyl-L-tyrosyl-L-1,2,3,4-tetrahydroisoquinoline-3-carbonyl-L-phenylalanyl-L-4-isothiocyanatophenylalaninate

Guidance literature:: Multi-step reaction with 3 steps

1: PyBOP; DIPEA / dimethylformamide

2: piperidine / dimethylformamide / 1.5 h / 20 °C

3: 95 percent / DIPEA / CH₂Cl₂ / 1.5 h / 20 °C

With piperidine; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm000345s