cyclo-(2S,3S,4S)-3-hydroxy-4-methyl-Pro-Thr-Homotyr-4-OH-Pro-Thr-α-N-(octyloxybenzoyl)-Orn

Base Information

Chemical Name:cyclo-(2S,3S,4S)-3-hydroxy-4-methyl-Pro-Thr-Homotyr-4-OH-Pro-Thr-α-N-(octyloxybenzoyl)-Orn
CAS No.:141806-25-9
Molecular Formula:C₄₉H₇₁N₇O₁₃
Molecular Weight:966.142
Hs Code.:

Synonyms:cyclo-(2S,3S,4S)-3-hydroxy-4-methyl-Pro-Thr-Homotyr-4-OH-Pro-Thr-α-N-(octyloxybenzoyl)-Orn

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Chemical Property of cyclo-(2S,3S,4S)-3-hydroxy-4-methyl-Pro-Thr-Homotyr-4-OH-Pro-Thr-α-N-(octyloxybenzoyl)-Orn

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Technology Process of cyclo-(2S,3S,4S)-3-hydroxy-4-methyl-Pro-Thr-Homotyr-4-OH-Pro-Thr-α-N-(octyloxybenzoyl)-Orn

There total 8 articles about cyclo-(2S,3S,4S)-3-hydroxy-4-methyl-Pro-Thr-Homotyr-4-OH-Pro-Thr-α-N-(octyloxybenzoyl)-Orn 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: 16.0%

: 141806-24-8
(2S,3S,4S)-3-hydroxy-4-methyl-Pro-Thr-Homotyr-4-OH-Pro-Thr-α-N-(octyloxybenzoyl)-Orn

: 141806-25-9
cyclo-(2S,3S,4S)-3-hydroxy-4-methyl-Pro-Thr-Homotyr-4-OH-Pro-Thr-α-N-(octyloxybenzoyl)-Orn

Guidance literature:: With diphenyl phosphoryl azide; sodium hydrogencarbonate; In N,N-dimethyl-formamide; at 0 ℃; for 30h;
DOI:10.1021/jm00093a018

Reference yield:

: 110936-12-4
N-(methylcarbamoyl)homotyrosine methyl ester

: 141806-25-9
cyclo-(2S,3S,4S)-3-hydroxy-4-methyl-Pro-Thr-Homotyr-4-OH-Pro-Thr-α-N-(octyloxybenzoyl)-Orn

Guidance literature:: Multi-step reaction with 7 steps

1: 84 percent / HBr, AcOH / 76 h / 60 °C

2: 1.) copper(II) sulphate pentahydrate / 1.) water, 55 deg C, 2.) methanol, water, RT, 22 h

3: 54 percent / aq. NaOH / dioxane / 2.5 h / Ambient temperature

4: 1.) NMP, 2.) TFA, 3.) DCC, 4.) HF

5: 1.) 2 N NaOH, 2.) Et₃N, hydroxybenzotriazole, 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride, 3.) 1 N NaOH

6: 98 percent / H₂ / 10percent Pd/C / methanol / Ambient temperature

7: 16 percent / diphenyl phosphorazidate (DPPA), NaHCO₃ / dimethylformamide / 30 h / 0 °C

With 1-methyl-pyrrolidin-2-one; sodium hydroxide; diphenyl phosphoryl azide; hydrogen fluoride; hydrogen bromide; hydrogen; sodium hydrogencarbonate; benzotriazol-1-ol; copper(II) sulfate; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; dicyclohexyl-carbodiimide; trifluoroacetic acid; palladium on activated charcoal; In 1,4-dioxane; methanol; N,N-dimethyl-formamide;
DOI:10.1021/jm00093a018

Reference yield:

: 141806-16-8
O-(2,6-dichlorobenzyl)-L-homotyrosine

: 141806-25-9
cyclo-(2S,3S,4S)-3-hydroxy-4-methyl-Pro-Thr-Homotyr-4-OH-Pro-Thr-α-N-(octyloxybenzoyl)-Orn

Guidance literature:: Multi-step reaction with 5 steps

1: 54 percent / aq. NaOH / dioxane / 2.5 h / Ambient temperature

2: 1.) NMP, 2.) TFA, 3.) DCC, 4.) HF

3: 1.) 2 N NaOH, 2.) Et₃N, hydroxybenzotriazole, 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride, 3.) 1 N NaOH

4: 98 percent / H₂ / 10percent Pd/C / methanol / Ambient temperature

5: 16 percent / diphenyl phosphorazidate (DPPA), NaHCO₃ / dimethylformamide / 30 h / 0 °C

With 1-methyl-pyrrolidin-2-one; sodium hydroxide; diphenyl phosphoryl azide; hydrogen fluoride; hydrogen; sodium hydrogencarbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; dicyclohexyl-carbodiimide; trifluoroacetic acid; palladium on activated charcoal; In 1,4-dioxane; methanol; N,N-dimethyl-formamide;
DOI:10.1021/jm00093a018