benzyl ((2S)-1-((2-((3aR,5S,6S,6aR)-6-benzyloxy-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)-2-oxoethyl)amino)-1-oxopropan-2-yl)carbamate

Base Information

Chemical Name:benzyl ((2S)-1-((2-((3aR,5S,6S,6aR)-6-benzyloxy-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)-2-oxoethyl)amino)-1-oxopropan-2-yl)carbamate
CAS No.:1343471-56-6
Molecular Formula:C₂₇H₃₂N₂O₈
Molecular Weight:512.56
Hs Code.:

Synonyms:benzyl ((2S)-1-((2-((3aR,5S,6S,6aR)-6-benzyloxy-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)-2-oxoethyl)amino)-1-oxopropan-2-yl)carbamate

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Chemical Property of benzyl ((2S)-1-((2-((3aR,5S,6S,6aR)-6-benzyloxy-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)-2-oxoethyl)amino)-1-oxopropan-2-yl)carbamate

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Technology Process of benzyl ((2S)-1-((2-((3aR,5S,6S,6aR)-6-benzyloxy-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)-2-oxoethyl)amino)-1-oxopropan-2-yl)carbamate

There total 3 articles about benzyl ((2S)-1-((2-((3aR,5S,6S,6aR)-6-benzyloxy-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)-2-oxoethyl)amino)-1-oxopropan-2-yl)carbamate 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: 72.0%

: 1343471-55-5
benzyl ((2S)-1-(((2R)-2-((3aR,5R,6S,6aR)-6-benzyloxy-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)-2-hydroxyethyl)amino)-1-oxopropan-2-yl)carbamate

: 1343471-56-6
benzyl ((2S)-1-((2-((3aR,5S,6S,6aR)-6-benzyloxy-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)-2-oxoethyl)amino)-1-oxopropan-2-yl)carbamate

Guidance literature:: With sodium acetate; pyridinium chlorochromate; In dichloromethane; at 0 - 20 ℃; for 5h; Molecular sieve;
DOI:10.1039/c1ob06215h

Reference yield:

: 23313-05-5
6-azido-3-O-benzyl-6-deoxy-1,2-O-(1-methylethylidene)-α-D-glucofuranose

: 1343471-56-6
benzyl ((2S)-1-((2-((3aR,5S,6S,6aR)-6-benzyloxy-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)-2-oxoethyl)amino)-1-oxopropan-2-yl)carbamate

Guidance literature:: Multi-step reaction with 3 steps

1: water; triphenylphosphine / tetrahydrofuran / 3 h / 20 °C

2: dmap; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / acetonitrile / 12 h / 20 °C

3: sodium acetate; pyridinium chlorochromate / dichloromethane / 5 h / 0 - 20 °C / Molecular sieve

With dmap; water; sodium acetate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triphenylphosphine; pyridinium chlorochromate; In tetrahydrofuran; dichloromethane; acetonitrile;
DOI:10.1039/c1ob06215h

Reference yield:

: 5-[2-(amino)propan-2-yl]-3-O-benzyl-1,2-O-isopropylidene-α-D-xylofuranose

: 1343471-56-6
benzyl ((2S)-1-((2-((3aR,5S,6S,6aR)-6-benzyloxy-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)-2-oxoethyl)amino)-1-oxopropan-2-yl)carbamate

Guidance literature:: Multi-step reaction with 2 steps

1: dmap; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / acetonitrile / 12 h / 20 °C

2: sodium acetate; pyridinium chlorochromate / dichloromethane / 5 h / 0 - 20 °C / Molecular sieve

With dmap; sodium acetate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; pyridinium chlorochromate; In dichloromethane; acetonitrile;
DOI:10.1039/c1ob06215h