methyl (S)-2-((R)-2-(tert-butoxycarbonylamino)-4-(quinolin-3-yl)butanamido)-3-phenylpropanoate

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Chemical Name:methyl (S)-2-((R)-2-(tert-butoxycarbonylamino)-4-(quinolin-3-yl)butanamido)-3-phenylpropanoate
CAS No.:1613312-87-0
Molecular Formula:C₂₈H₃₃N₃O₅
Molecular Weight:491.587
Hs Code.:

Synonyms:methyl (S)-2-((R)-2-(tert-butoxycarbonylamino)-4-(quinolin-3-yl)butanamido)-3-phenylpropanoate

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Chemical Property of methyl (S)-2-((R)-2-(tert-butoxycarbonylamino)-4-(quinolin-3-yl)butanamido)-3-phenylpropanoate

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Technology Process of methyl (S)-2-((R)-2-(tert-butoxycarbonylamino)-4-(quinolin-3-yl)butanamido)-3-phenylpropanoate

There total 5 articles about methyl (S)-2-((R)-2-(tert-butoxycarbonylamino)-4-(quinolin-3-yl)butanamido)-3-phenylpropanoate 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: 70.0%

: 1613312-86-9
(R)-2-(tert-butoxycarbonylamino)-4-(quinolin-3-yl)butanoic acid

: 7524-50-7
methyl (2S)-2-amino-3-phenylpropanoate hydrochloride

: 1613312-87-0
methyl (S)-2-((R)-2-(tert-butoxycarbonylamino)-4-(quinolin-3-yl)butanamido)-3-phenylpropanoate

Guidance literature:: methyl (2S)-2-amino-3-phenylpropanoate hydrochloride; With 4-methyl-morpholine; In dichloromethane; at 0 ℃; for 0.166667h; Inert atmosphere;

(R)-2-(tert-butoxycarbonylamino)-4-(quinolin-3-yl)butanoic acid; In dichloromethane; at 0 ℃; for 0.166667h; Inert atmosphere;

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 0 - 20 ℃; for 18h; Inert atmosphere;
DOI:10.1080/00397911.2014.882002

Reference yield:

: 1613312-84-7
tert-butyl (R,E)-2,2-dimethyl-4-(2-(quinolin-3-yl)vinyl)oxazolidine-3-carboxylate

: 1613312-87-0
methyl (S)-2-((R)-2-(tert-butoxycarbonylamino)-4-(quinolin-3-yl)butanamido)-3-phenylpropanoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: palladium 10% on activated carbon; hydrogen / methanol / 2 h / 20 °C

2.1: chromium(VI) oxide; sulfuric acid / water; acetone / 5 h / 0 °C

3.1: 4-methyl-morpholine / dichloromethane / 0.17 h / 0 °C / Inert atmosphere

3.2: 0.17 h / 0 °C / Inert atmosphere

3.3: 18 h / 0 - 20 °C / Inert atmosphere

With 4-methyl-morpholine; chromium(VI) oxide; sulfuric acid; palladium 10% on activated carbon; hydrogen; In methanol; dichloromethane; water; acetone; 2.1: |Jones Oxidation;
DOI:10.1080/00397911.2014.882002

Reference yield:

: 1613312-85-8
tert-butyl (R)-2,2-dimethyl-4-(2-(quinolin-3-yl)ethyl)oxazolidine-3-carboxylate

: 1613312-87-0
methyl (S)-2-((R)-2-(tert-butoxycarbonylamino)-4-(quinolin-3-yl)butanamido)-3-phenylpropanoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: chromium(VI) oxide; sulfuric acid / water; acetone / 5 h / 0 °C

2.1: 4-methyl-morpholine / dichloromethane / 0.17 h / 0 °C / Inert atmosphere

2.2: 0.17 h / 0 °C / Inert atmosphere

2.3: 18 h / 0 - 20 °C / Inert atmosphere

With 4-methyl-morpholine; chromium(VI) oxide; sulfuric acid; In dichloromethane; water; acetone; 1.1: |Jones Oxidation;
DOI:10.1080/00397911.2014.882002