L-Valinamide, N-(3-methyl-1-oxobutyl)-L-tyrosyl-N-[(1R)-2-hydroxy-1-[(4-hydroxyphenyl) methyl]ethyl]-

Base Information

Chemical Name:L-Valinamide, N-(3-methyl-1-oxobutyl)-L-tyrosyl-N-[(1R)-2-hydroxy-1-[(4-hydroxyphenyl) methyl]ethyl]-
CAS No.:402832-84-2
Molecular Formula:C28H39N3O6
Molecular Weight:513.634
Hs Code.:

Synonyms:

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Chemical Property of L-Valinamide, N-(3-methyl-1-oxobutyl)-L-tyrosyl-N-[(1R)-2-hydroxy-1-[(4-hydroxyphenyl) methyl]ethyl]-

Chemical Property:

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Technology Process of L-Valinamide, N-(3-methyl-1-oxobutyl)-L-tyrosyl-N-[(1R)-2-hydroxy-1-[(4-hydroxyphenyl) methyl]ethyl]-

There total 12 articles about L-Valinamide, N-(3-methyl-1-oxobutyl)-L-tyrosyl-N-[(1R)-2-hydroxy-1-[(4-hydroxyphenyl) methyl]ethyl]- 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:

: 13734-41-3
t-Boc-L-valine

: 402832-84-2
isovaleryl-L-tyrosyl-L-valyl-D-tyrosinol

Guidance literature:: Multi-step reaction with 8 steps

1: 1.95 g / Et₃N; 1-hydroxybenzotriazole hydrate; water soluble carbodiimide hydrochloride / CH₂Cl₂ / 18 h / 20 °C

2: trifluoroacetic acid / CH₂Cl₂ / 1 h / 20 °C

3: 2.6 g / Et₃N; 1-hydroxybenzotriazole hydrate; water soluble carbodiimide hydrochloride / CH₂Cl₂ / 18 h / 20 °C

4: trifluoroacetic acid / CH₂Cl₂ / 1 h / 20 °C

5: 411 mg / Et₃N; 1-hydroxybenzotriazole hydrate; water soluble carbodiimide hydrochloride / dimethylformamide / 18 h / 20 °C

6: 96 percent / H₂ / 10 percent Pd/C / dimethylformamide / 18 h / 20 °C

7: 75 percent / Et₃N; SO₃*pyridine / dimethylsulfoxide / 1 h / 20 °C

8: 2.3 mg / NaBH₄ / methanol / 2 h / 20 °C

With sodium tetrahydroborate; pyridine-SO₃ complex; hydrogen; 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; trifluoroacetic acid; palladium on activated charcoal; In methanol; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.7164/antibiotics.54.1004

Reference yield:

: 87745-27-5,40829-04-7
(S)-tyrosinol hydrochloride

: 402832-84-2
isovaleryl-L-tyrosyl-L-valyl-D-tyrosinol

Guidance literature:: Multi-step reaction with 11 steps

1.1: 70 percent / NaOH / dioxane / 3 h / 20 °C

2.1: NaH / dimethylformamide / 0.17 h / 0 °C

2.2: 74 percent / dimethylformamide / 5 h / 20 °C

3.1: trifluoroacetic acid / CH₂Cl₂ / 1 h / 20 °C

4.1: 1.95 g / Et₃N; 1-hydroxybenzotriazole hydrate; water soluble carbodiimide hydrochloride / CH₂Cl₂ / 18 h / 20 °C

5.1: trifluoroacetic acid / CH₂Cl₂ / 1 h / 20 °C

6.1: 2.6 g / Et₃N; 1-hydroxybenzotriazole hydrate; water soluble carbodiimide hydrochloride / CH₂Cl₂ / 18 h / 20 °C

7.1: trifluoroacetic acid / CH₂Cl₂ / 1 h / 20 °C

8.1: 411 mg / Et₃N; 1-hydroxybenzotriazole hydrate; water soluble carbodiimide hydrochloride / dimethylformamide / 18 h / 20 °C

9.1: 96 percent / H₂ / 10 percent Pd/C / dimethylformamide / 18 h / 20 °C

10.1: 75 percent / Et₃N; SO₃*pyridine / dimethylsulfoxide / 1 h / 20 °C

11.1: 2.3 mg / NaBH₄ / methanol / 2 h / 20 °C

With sodium hydroxide; sodium tetrahydroborate; pyridine-SO₃ complex; hydrogen; sodium hydride; 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; trifluoroacetic acid; palladium on activated charcoal; In 1,4-dioxane; methanol; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.7164/antibiotics.54.1004

Reference yield:

: 83345-46-4,282100-80-5
N-(tert-butyloxycarbonyl)-L-tyrosinol

: 402832-84-2
isovaleryl-L-tyrosyl-L-valyl-D-tyrosinol

Guidance literature:: Multi-step reaction with 10 steps

1.1: NaH / dimethylformamide / 0.17 h / 0 °C

1.2: 74 percent / dimethylformamide / 5 h / 20 °C

2.1: trifluoroacetic acid / CH₂Cl₂ / 1 h / 20 °C

3.1: 1.95 g / Et₃N; 1-hydroxybenzotriazole hydrate; water soluble carbodiimide hydrochloride / CH₂Cl₂ / 18 h / 20 °C

4.1: trifluoroacetic acid / CH₂Cl₂ / 1 h / 20 °C

5.1: 2.6 g / Et₃N; 1-hydroxybenzotriazole hydrate; water soluble carbodiimide hydrochloride / CH₂Cl₂ / 18 h / 20 °C

6.1: trifluoroacetic acid / CH₂Cl₂ / 1 h / 20 °C

7.1: 411 mg / Et₃N; 1-hydroxybenzotriazole hydrate; water soluble carbodiimide hydrochloride / dimethylformamide / 18 h / 20 °C

8.1: 96 percent / H₂ / 10 percent Pd/C / dimethylformamide / 18 h / 20 °C

9.1: 75 percent / Et₃N; SO₃*pyridine / dimethylsulfoxide / 1 h / 20 °C

10.1: 2.3 mg / NaBH₄ / methanol / 2 h / 20 °C

With sodium tetrahydroborate; pyridine-SO₃ complex; hydrogen; sodium hydride; 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; trifluoroacetic acid; palladium on activated charcoal; In methanol; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.7164/antibiotics.54.1004