N-[(S)-Furan-2-yl-((3aR,4R,6R,6aR)-6-methoxy-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-methyl]-N-(4-methoxy-benzyl)-hydroxylamine

Base Information

• Chemical Name: N-[(S)-Furan-2-yl-((3aR,4R,6R,6aR)-6-methoxy-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-methyl]-N-(4-methoxy-benzyl)-hydroxylamine
• CAS No.: 192221-53-7
• Molecular Formula: C₂₁H₂₇NO₇
• Molecular Weight: 405.448

Synonyms:N-[(S)-Furan-2-yl-((3aR,4R,6R,6aR)-6-methoxy-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-methyl]-N-(4-methoxy-benzyl)-hydroxylamine

Chemical Property of N-[(S)-Furan-2-yl-((3aR,4R,6R,6aR)-6-methoxy-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-methyl]-N-(4-methoxy-benzyl)-hydroxylamine

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Technology Process of N-[(S)-Furan-2-yl-((3aR,4R,6R,6aR)-6-methoxy-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-methyl]-N-(4-methoxy-benzyl)-hydroxylamine

There total 1 articles about N-[(S)-Furan-2-yl-((3aR,4R,6R,6aR)-6-methoxy-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-methyl]-N-(4-methoxy-benzyl)-hydroxylamine 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: 50.0%

2-lithiofuran (2786-02-9) + C17H23NO6 → N-[(S)-Furan-2-yl-((3aR,4R,6R,6aR)-6-methoxy-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-methyl]-N-(4-methoxy-benzyl)-hydroxylamine (192221-53-7) + N-[(R)-Furan-2-yl-((3aR,4R,6R,6aR)-6-methoxy-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-methyl]-N-(4-methoxy-benzyl)-hydroxylamine

Guidance literature:

With diethylaluminium chloride; In tetrahydrofuran; diethyl ether; hexane; at -80 ℃; for 2h; Yields of byproduct given;

DOI:10.1021/jo9702913

Reference yield: 78.0%

N-[(S)-Furan-2-yl-((3aR,4R,6R,6aR)-6-methoxy-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-methyl]-N-(4-methoxy-benzyl)-hydroxylamine (192221-53-7) → [(S)-Furan-2-yl-((3aR,4R,6R,6aR)-6-methoxy-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-methyl]-(4-methoxy-benzyl)-amine

Guidance literature:

With copper diacetate; zinc; In water; acetic acid; at 70 ℃; for 1h;

DOI:10.1021/jo9702913

Reference yield:

N-[(S)-Furan-2-yl-((3aR,4R,6R,6aR)-6-methoxy-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-methyl]-N-(4-methoxy-benzyl)-hydroxylamine (192221-53-7) → 2,2,2-Trifluoro-N-[(S)-furan-2-yl-((3aR,4R,6R,6aR)-6-methoxy-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-methyl]-N-(4-methoxy-benzyl)-acetamide

Guidance literature:

Multi-step reaction with 2 steps

1: 78 percent / Zn, Cu(OAc)2 / acetic acid; H₂O / 1 h / 70 °C

2: 70 percent / CH₂Cl₂; pyridine / 3 h

With copper diacetate; zinc; In pyridine; dichloromethane; water; acetic acid;

DOI:10.1021/jo9702913

upstream raw materials:

2-lithiofuran

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