(S)-2-[(S)-2-Benzylamino-2-((4S,5S)-5-benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-acetylamino]-3-phenyl-propionic acid benzyl ester

Base Information

Chemical Name:(S)-2-[(S)-2-Benzylamino-2-((4S,5S)-5-benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-acetylamino]-3-phenyl-propionic acid benzyl ester
CAS No.:190007-82-0
Molecular Formula:C₃₈H₄₂N₂O₆
Molecular Weight:622.761
Hs Code.:

Synonyms:(S)-2-[(S)-2-Benzylamino-2-((4S,5S)-5-benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-acetylamino]-3-phenyl-propionic acid benzyl ester

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Chemical Property of (S)-2-[(S)-2-Benzylamino-2-((4S,5S)-5-benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-acetylamino]-3-phenyl-propionic acid benzyl ester

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Technology Process of (S)-2-[(S)-2-Benzylamino-2-((4S,5S)-5-benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-acetylamino]-3-phenyl-propionic acid benzyl ester

There total 6 articles about (S)-2-[(S)-2-Benzylamino-2-((4S,5S)-5-benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-acetylamino]-3-phenyl-propionic acid benzyl ester 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: 86.0%

: 962-39-0
L-Phenylalanine benzyl ester

: 190007-80-8
(S)-3-Benzyl-4-((4S,5S)-5-benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-oxazolidine-2,5-dione

: 190007-82-0
(S)-2-[(S)-2-Benzylamino-2-((4S,5S)-5-benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-acetylamino]-3-phenyl-propionic acid benzyl ester

Guidance literature:: In dichloromethane; for 24h; Ambient temperature;
DOI:10.1039/a700815e

Reference yield:

: 190007-78-4
(3R,4S)-1-benzyl-4-[(1S,5S)-5-benzyloxymethyl-3,3-dimethyl-2,4-dioxacyclopentane-1-yl]-3-hydroxyazetidin-2-one

: 190007-82-0
(S)-2-[(S)-2-Benzylamino-2-((4S,5S)-5-benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-acetylamino]-3-phenyl-propionic acid benzyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 95 percent / sodium hypochlorite; 2,2,6,6-tetramethylpiperidin-1-oxyl; potassium bromide / CH₂Cl₂; aq. phosphate buffer / -5 - 0 °C / pH 7

2: 24 h / 20 °C

With 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium hypochlorite; potassium bromide; In phosphate buffer; dichloromethane; 1: Oxidation / 2: Condensation;
DOI:10.1021/jo980354x

Reference yield:

: Benzyl-[1-((4S,5S)-5-benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-meth-(E)-ylidene]-amine

: 190007-82-0
(S)-2-[(S)-2-Benzylamino-2-((4S,5S)-5-benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-acetylamino]-3-phenyl-propionic acid benzyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 7.91 g / triethylamine / CH₂Cl₂ / 0 - 20 °C

2: 95 percent / LiOH; H₂O₂ / tetrahydrofuran; H₂O / 3 h / 0 °C

3: 95 percent / sodium hypochlorite; 2,2,6,6-tetramethylpiperidin-1-oxyl; potassium bromide / CH₂Cl₂; aq. phosphate buffer / -5 - 0 °C / pH 7

4: 24 h / 20 °C

With 2,2,6,6-tetramethyl-piperidine-N-oxyl; lithium hydroxide; sodium hypochlorite; dihydrogen peroxide; triethylamine; potassium bromide; In tetrahydrofuran; phosphate buffer; dichloromethane; water; 1: Cycloaddition / 2: Deacetylation / 3: Oxidation / 4: Condensation;
DOI:10.1021/jo980354x