(S)-1-((2R,3S)-2-((1-benzyl-1H-1,2,3-triazol-4-yl)methoxy)-3-carboxy-3-((S)-3-carboxy-3-hydroxypropylamino)propyl)azetidine-2-carboxylic acid

Base Information

Chemical Name:(S)-1-((2R,3S)-2-((1-benzyl-1H-1,2,3-triazol-4-yl)methoxy)-3-carboxy-3-((S)-3-carboxy-3-hydroxypropylamino)propyl)azetidine-2-carboxylic acid
CAS No.:1265172-72-2
Molecular Formula:C₂₂H₂₉N₅O₈
Molecular Weight:491.501
Hs Code.:

Synonyms:(S)-1-((2R,3S)-2-((1-benzyl-1H-1,2,3-triazol-4-yl)methoxy)-3-carboxy-3-((S)-3-carboxy-3-hydroxypropylamino)propyl)azetidine-2-carboxylic acid

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Chemical Property of (S)-1-((2R,3S)-2-((1-benzyl-1H-1,2,3-triazol-4-yl)methoxy)-3-carboxy-3-((S)-3-carboxy-3-hydroxypropylamino)propyl)azetidine-2-carboxylic acid

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Technology Process of (S)-1-((2R,3S)-2-((1-benzyl-1H-1,2,3-triazol-4-yl)methoxy)-3-carboxy-3-((S)-3-carboxy-3-hydroxypropylamino)propyl)azetidine-2-carboxylic acid

There total 5 articles about (S)-1-((2R,3S)-2-((1-benzyl-1H-1,2,3-triazol-4-yl)methoxy)-3-carboxy-3-((S)-3-carboxy-3-hydroxypropylamino)propyl)azetidine-2-carboxylic acid 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: 69.0%

: 1265172-67-5
C₃₈H₆₁N₅O₈

: 1265172-72-2
(S)-1-((2R,3S)-2-((1-benzyl-1H-1,2,3-triazol-4-yl)methoxy)-3-carboxy-3-((S)-3-carboxy-3-hydroxypropylamino)propyl)azetidine-2-carboxylic acid

Guidance literature:: With triethylsilane; trifluoroacetic acid; In dichloromethane; at 0 - 20 ℃;
DOI:10.1002/anie.201004853

Reference yield:

: 1265172-59-5
(S)-tert-butyl 1-((S)-3-(benzyloxycarbonylamino)-4-tert-butoxy-2-hydroxy-4-oxobutyl)azetidine-2-carboxylate

: 1265172-72-2
(S)-1-((2R,3S)-2-((1-benzyl-1H-1,2,3-triazol-4-yl)methoxy)-3-carboxy-3-((S)-3-carboxy-3-hydroxypropylamino)propyl)azetidine-2-carboxylic acid

Guidance literature:: Multi-step reaction with 5 steps

1: palladium on carbon; hydrogen; acetic acid / methanol / 0.5 h

2: sodium cyanoborohydride / methanol / 17.5 h / 0 °C

3: sodium hydride / tetrahydrofuran / 0 - 20 °C

4: copper(l) iodide / tetrahydrofuran / 20 °C

5: triethylsilane; trifluoroacetic acid / dichloromethane / 0 - 20 °C

With triethylsilane; copper(l) iodide; palladium on carbon; hydrogen; sodium hydride; sodium cyanoborohydride; acetic acid; trifluoroacetic acid; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1002/anie.201004853

Reference yield:

: C₁₆H₃₀N₂O₅

: 1265172-72-2
(S)-1-((2R,3S)-2-((1-benzyl-1H-1,2,3-triazol-4-yl)methoxy)-3-carboxy-3-((S)-3-carboxy-3-hydroxypropylamino)propyl)azetidine-2-carboxylic acid

Guidance literature:: Multi-step reaction with 4 steps

1: sodium cyanoborohydride / methanol / 17.5 h / 0 °C

2: sodium hydride / tetrahydrofuran / 0 - 20 °C

3: copper(l) iodide / tetrahydrofuran / 20 °C

4: triethylsilane; trifluoroacetic acid / dichloromethane / 0 - 20 °C

With triethylsilane; copper(l) iodide; sodium hydride; sodium cyanoborohydride; trifluoroacetic acid; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1002/anie.201004853