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

Base Information

Chemical Name:(2S,3S,4S)-3-hydroxy-4-methyl-Pro-Thr-Homotyr-4-OH-Pro-Thr-α-N-(octyloxybenzoyl)-Orn
CAS No.:141806-24-8
Molecular Formula:C₄₉H₇₃N₇O₁₄
Molecular Weight:984.157
Hs Code.:

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

There total 7 articles about (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: 98.0%

: 141806-23-7
(2S,3S,4S)-3-hydroxy-4-methyl-Pro-Thr-Homotyr-4-OH-Pro-Thr-α-N-(octyloxybenzoyl)-δ-CBZ-Orn

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

Guidance literature:: With hydrogen; palladium on activated charcoal; In methanol; Ambient temperature;
DOI:10.1021/jm00093a018

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 6 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

With 1-methyl-pyrrolidin-2-one; sodium hydroxide; hydrogen fluoride; hydrogen bromide; hydrogen; 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;
DOI:10.1021/jm00093a018

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 4 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

With 1-methyl-pyrrolidin-2-one; sodium hydroxide; hydrogen fluoride; hydrogen; 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;
DOI:10.1021/jm00093a018