tert-butyl 3-(tetra-O-benzyl-α-D-galactopyranosyl)propanoylaminoethanoate

Base Information

Chemical Name:tert-butyl 3-(tetra-O-benzyl-α-D-galactopyranosyl)propanoylaminoethanoate
CAS No.:808134-43-2
Molecular Formula:C₄₃H₅₁NO₈
Molecular Weight:709.88
Hs Code.:

Synonyms:tert-butyl 3-(tetra-O-benzyl-α-D-galactopyranosyl)propanoylaminoethanoate

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Chemical Property of tert-butyl 3-(tetra-O-benzyl-α-D-galactopyranosyl)propanoylaminoethanoate

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Technology Process of tert-butyl 3-(tetra-O-benzyl-α-D-galactopyranosyl)propanoylaminoethanoate

There total 3 articles about tert-butyl 3-(tetra-O-benzyl-α-D-galactopyranosyl)propanoylaminoethanoate 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: 77.0%

: 27532-96-3
glycine tert-butyl ester hydrochloride

: 213972-49-7
3-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)propanoic acid

: 808134-43-2
tert-butyl 3-(tetra-O-benzyl-α-D-galactopyranosyl)propanoylaminoethanoate

Guidance literature:: glycine tert-butyl ester hydrochloride; 3-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)propanoic acid; With triethylamine; In dichloromethane; at 0 ℃; for 0.5h;

With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 20 ℃; for 16h;
DOI:10.1021/ol0483347

Reference yield:

: 213675-13-9
3-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)propanol

: 808134-43-2
tert-butyl 3-(tetra-O-benzyl-α-D-galactopyranosyl)propanoylaminoethanoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: 75 percent / Jones's reagent / acetone / 0 - 20 °C

2.1: Et₃N / CH₂Cl₂ / 0.5 h / 0 °C

2.2: 77 percent / EDCI; DMAP / CH₂Cl₂ / 16 h / 20 °C

With Jones's reagent; triethylamine; In dichloromethane; acetone;
DOI:10.1021/ol0483347

Reference yield:

: 3-(tetra-O-benzyl-D-galactopyranosyl)propene

: 808134-43-2
tert-butyl 3-(tetra-O-benzyl-α-D-galactopyranosyl)propanoylaminoethanoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: 9-BBN / tetrahydrofuran / 4 h / Heating

1.2: 73 percent / aq. NaOH; aq. H₂O₂ / tetrahydrofuran; ethanol / 16 h / 20 °C

2.1: 75 percent / Jones's reagent / acetone / 0 - 20 °C

3.1: Et₃N / CH₂Cl₂ / 0.5 h / 0 °C

3.2: 77 percent / EDCI; DMAP / CH₂Cl₂ / 16 h / 20 °C

With 9-borabicyclo[3.3.1]nonane dimer; Jones's reagent; triethylamine; In tetrahydrofuran; dichloromethane; acetone;
DOI:10.1021/ol0483347