methyl 3-[(R)-4-acetoxy-2-(benzyloxy)-3,3-dimethylbutanoylamino]propanoate

Base Information

Chemical Name:methyl 3-[(R)-4-acetoxy-2-(benzyloxy)-3,3-dimethylbutanoylamino]propanoate
CAS No.:1377411-65-8
Molecular Formula:C₁₉H₂₇NO₆
Molecular Weight:365.426
Hs Code.:

Synonyms:methyl 3-[(R)-4-acetoxy-2-(benzyloxy)-3,3-dimethylbutanoylamino]propanoate

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Chemical Property of methyl 3-[(R)-4-acetoxy-2-(benzyloxy)-3,3-dimethylbutanoylamino]propanoate

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Technology Process of methyl 3-[(R)-4-acetoxy-2-(benzyloxy)-3,3-dimethylbutanoylamino]propanoate

There total 7 articles about methyl 3-[(R)-4-acetoxy-2-(benzyloxy)-3,3-dimethylbutanoylamino]propanoate 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: 75.0%

: 1377411-64-7
(2R)-4-acetoxy-2-(benzyloxy)-3,3-dimethylbutanoic acid

: 4138-35-6
methyl 3-aminopropanoate

: 1377411-65-8
methyl 3-[(R)-4-acetoxy-2-(benzyloxy)-3,3-dimethylbutanoylamino]propanoate

Guidance literature:: (2R)-4-acetoxy-2-(benzyloxy)-3,3-dimethylbutanoic acid; With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 0 ℃;

methyl 3-aminopropanoate; With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; for 16h;
DOI:10.1055/s-0031-1290489

Reference yield:

: 1377411-61-4
(R)-3-(benzyloxy)-3-[(R)-2,2-dimethyl-1,3-dioxolan-4-yl]-2,2-dimethylpropyl acetate

: 1377411-65-8
methyl 3-[(R)-4-acetoxy-2-(benzyloxy)-3,3-dimethylbutanoylamino]propanoate

Guidance literature:: Multi-step reaction with 4 steps

1.1: acetic acid / 20 °C

2.1: sodium periodate / methanol; water

3.1: sodium dihydrogenphosphate; sodium chlorite / methanol; dichloromethane; water / 20 °C

4.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 0 °C

4.2: 16 h / 20 °C

With sodium chlorite; sodium periodate; sodium dihydrogenphosphate; benzotriazol-1-ol; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In methanol; dichloromethane; water;
DOI:10.1055/s-0031-1290489

Reference yield:

: 895532-69-1
(R)-3-(benzyloxy)-3-[(R)-2,2-dimethyl-1,3-dioxolan-4-yl]-2,2-dimethylpropan-1-ol

: 1377411-65-8
methyl 3-[(R)-4-acetoxy-2-(benzyloxy)-3,3-dimethylbutanoylamino]propanoate

Guidance literature:: Multi-step reaction with 5 steps

1.1: dmap; triethylamine / dichloromethane / 0 °C

1.2: 20 °C

2.1: acetic acid / 20 °C

3.1: sodium periodate / methanol; water

4.1: sodium dihydrogenphosphate; sodium chlorite / methanol; dichloromethane; water / 20 °C

5.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 0 °C

5.2: 16 h / 20 °C

With dmap; sodium chlorite; sodium periodate; sodium dihydrogenphosphate; benzotriazol-1-ol; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In methanol; dichloromethane; water;
DOI:10.1055/s-0031-1290489