benzyl (2S)-2-[(3aR,5R,6S,6aR)-6-methoxy-2,2-dimethylperhydrofuro[2,3-d]-[1,3]dioxol-5-yl]-3-[(tert-butoxycarbonyl)amino]propanoate

Base Information

Chemical Name:benzyl (2S)-2-[(3aR,5R,6S,6aR)-6-methoxy-2,2-dimethylperhydrofuro[2,3-d]-[1,3]dioxol-5-yl]-3-[(tert-butoxycarbonyl)amino]propanoate
CAS No.:1414098-28-4
Molecular Formula:C₂₃H₃₃NO₈
Molecular Weight:451.517
Hs Code.:

Synonyms:benzyl (2S)-2-[(3aR,5R,6S,6aR)-6-methoxy-2,2-dimethylperhydrofuro[2,3-d]-[1,3]dioxol-5-yl]-3-[(tert-butoxycarbonyl)amino]propanoate

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Chemical Property of benzyl (2S)-2-[(3aR,5R,6S,6aR)-6-methoxy-2,2-dimethylperhydrofuro[2,3-d]-[1,3]dioxol-5-yl]-3-[(tert-butoxycarbonyl)amino]propanoate

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Technology Process of benzyl (2S)-2-[(3aR,5R,6S,6aR)-6-methoxy-2,2-dimethylperhydrofuro[2,3-d]-[1,3]dioxol-5-yl]-3-[(tert-butoxycarbonyl)amino]propanoate

There total 1 articles about benzyl (2S)-2-[(3aR,5R,6S,6aR)-6-methoxy-2,2-dimethylperhydrofuro[2,3-d]-[1,3]dioxol-5-yl]-3-[(tert-butoxycarbonyl)amino]propanoate 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: 40.0%

: 1414099-05-0
C₁₆H₂₇NO₈

: 100-39-0
benzyl bromide

: 1414098-22-8
benzyl (2R)-2-[(3aR,5R,6S,6aR)-6-methoxy-2,2-dimethylperhydrofuro[2,3-d][1,3]dioxol-5-yl]-3-[(tertbutoxycarbonyl)amino]propanoate

: 1414098-28-4
benzyl (2S)-2-[(3aR,5R,6S,6aR)-6-methoxy-2,2-dimethylperhydrofuro[2,3-d]-[1,3]dioxol-5-yl]-3-[(tert-butoxycarbonyl)amino]propanoate

Guidance literature:: With dmap; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; for 8h;
DOI:10.1039/c2ob26615f

Reference yield: 79.0%

: 1414098-28-4
benzyl (2S)-2-[(3aR,5R,6S,6aR)-6-methoxy-2,2-dimethylperhydrofuro[2,3-d]-[1,3]dioxol-5-yl]-3-[(tert-butoxycarbonyl)amino]propanoate

: 1414099-90-3
tert-butyl N-[2(R)-2-[(3aR,5R,6S,6aR)-6-methoxy-2,2-dimethylperhydrofuro[2,3-d]-[1,3]dioxol-5-yl]-3-hydroxypropyl]carbamate

Guidance literature:: With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 ℃; for 0.5h;
DOI:10.1039/c2ob26615f

Reference yield:

: 1414098-28-4
benzyl (2S)-2-[(3aR,5R,6S,6aR)-6-methoxy-2,2-dimethylperhydrofuro[2,3-d]-[1,3]dioxol-5-yl]-3-[(tert-butoxycarbonyl)amino]propanoate

: 1414100-40-5
C₂₉H₄₂N₂O₁₁*C₂HF₃O₂

Guidance literature:: Multi-step reaction with 3 steps

1.1: dichloromethane / 2 h / 0 - 20 °C

2.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 0.25 h / 0 - 20 °C / Inert atmosphere

2.2: 24 h / 0 - 20 °C / Inert atmosphere

3.1: dichloromethane / 2 h / 0 - 20 °C

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane;
DOI:10.1039/c2ob26615f