N-<(S,S)-2,4-dibenzyl-4-carboxybutyryl>-β-alanine 2,3-O-isopropylidene-D-ribono-1,4-lactone ester

Base Information

Chemical Name:N-<(S,S)-2,4-dibenzyl-4-carboxybutyryl>-β-alanine 2,3-O-isopropylidene-D-ribono-1,4-lactone ester
CAS No.:105129-50-8
Molecular Formula:C₃₀H₃₅NO₉
Molecular Weight:553.609
Hs Code.:

Synonyms:N-<(S,S)-2,4-dibenzyl-4-carboxybutyryl>-β-alanine 2,3-O-isopropylidene-D-ribono-1,4-lactone ester

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Chemical Property of N-<(S,S)-2,4-dibenzyl-4-carboxybutyryl>-β-alanine 2,3-O-isopropylidene-D-ribono-1,4-lactone ester

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Technology Process of N-<(S,S)-2,4-dibenzyl-4-carboxybutyryl>-β-alanine 2,3-O-isopropylidene-D-ribono-1,4-lactone ester

There total 6 articles about N-<(S,S)-2,4-dibenzyl-4-carboxybutyryl>-β-alanine 2,3-O-isopropylidene-D-ribono-1,4-lactone 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: 64.0%

: 122410-24-6
N-CBZ-β-alanine 2,3-O-isopropylidene-D-ribono-1,4-lactone ester

: 105226-92-4
(S,S)-2,4-dibenzylglutaric anhydride

: 105129-50-8
N-<(S,S)-2,4-dibenzyl-4-carboxybutyryl>-β-alanine 2,3-O-isopropylidene-D-ribono-1,4-lactone ester

Guidance literature:: With hydrogen; palladium on activated charcoal; In ethyl acetate; for 5h; Ambient temperature;
DOI:10.1021/jm00132a005

Reference yield:

: 105129-13-3
threo-2,4-dibenzylglutaric acid

: 105129-50-8
N-<(S,S)-2,4-dibenzyl-4-carboxybutyryl>-β-alanine 2,3-O-isopropylidene-D-ribono-1,4-lactone ester

Guidance literature:: Multi-step reaction with 5 steps

1: acetyl chloride / toluene / 2 h

2: 15percent Et₃N / toluene / 0.25 h / 50 °C

3: H₂O / dioxane / Heating

4: 98 percent / Ac₂O / toluene / 2 h

5: 64 percent / H₂ / 5percent Pd/C / ethyl acetate / 5 h / Ambient temperature

With water; hydrogen; acetic anhydride; triethylamine; acetyl chloride; palladium on activated charcoal; In 1,4-dioxane; ethyl acetate; toluene;
DOI:10.1021/jm00132a005

Reference yield:

: 30725-00-9
2,3-O-isopropylidene-D-ribonic-γ-lactone

: 105129-50-8
N-<(S,S)-2,4-dibenzyl-4-carboxybutyryl>-β-alanine 2,3-O-isopropylidene-D-ribono-1,4-lactone ester

Guidance literature:: Multi-step reaction with 2 steps

1: 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride, DMAP / CH₂Cl₂

2: 64 percent / H₂ / 5percent Pd/C / ethyl acetate / 5 h / Ambient temperature

With dmap; hydrogen; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; palladium on activated charcoal; In dichloromethane; ethyl acetate;
DOI:10.1021/jm00132a005