(2S,3R)-1-benzyl-3-cyano-2-(1,2-O-isopropylidene-3-O-methyl-α-D-xylo-tetro-1,4-furanos-4-yl)aziridine

Base Information

• Chemical Name: (2S,3R)-1-benzyl-3-cyano-2-(1,2-O-isopropylidene-3-O-methyl-α-D-xylo-tetro-1,4-furanos-4-yl)aziridine
• CAS No.: 59578-35-7
• Molecular Formula: C₁₈H₂₂N₂O₄
• Molecular Weight: 330.384

Synonyms:(2S,3R)-1-benzyl-3-cyano-2-(1,2-O-isopropylidene-3-O-methyl-α-D-xylo-tetro-1,4-furanos-4-yl)aziridine

Chemical Property of (2S,3R)-1-benzyl-3-cyano-2-(1,2-O-isopropylidene-3-O-methyl-α-D-xylo-tetro-1,4-furanos-4-yl)aziridine

Chemical Property:

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Technology Process of (2S,3R)-1-benzyl-3-cyano-2-(1,2-O-isopropylidene-3-O-methyl-α-D-xylo-tetro-1,4-furanos-4-yl)aziridine

There total 7 articles about (2S,3R)-1-benzyl-3-cyano-2-(1,2-O-isopropylidene-3-O-methyl-α-D-xylo-tetro-1,4-furanos-4-yl)aziridine 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: 76.0%

(Z)-6-bromo-5,6-didesoxy-1,2-O-isopropylidene-3-O-methyl-α-D-xylohept-5-eno-1,4-furanurononitrile (59599-07-4) + benzylamine (100-46-9) → (2S,3R)-1-benzyl-3-cyano-2-(1,2-O-isopropylidene-3-O-methyl-α-D-xylo-tetro-1,4-furanos-4-yl)aziridine (59578-35-7)

Guidance literature:

With triethylamine; In benzene; at 20 ℃; for 240h;

DOI:10.1016/S0008-6215(00)81868-6

Reference yield:

6-bromo-5,6-didesoxy-1,2-O-isopropylidene-3-O-methyl-α-D-xylo-hepto-5-eno-1,4-furanurononitrile (57972-97-1) → (2S,3R)-1-benzyl-3-cyano-2-(1,2-O-isopropylidene-3-O-methyl-α-D-xylo-tetro-1,4-furanos-4-yl)aziridine (59578-35-7) + (2S,3S)-1-benzyl-3-cyano-2-(1,2-O-isopropylidene-3-O-methyl-α-D-xylo-tetro-1,4-furanos-4-yl)aziridine (59578-36-8)

Guidance literature:

With triethylamine; In benzene; at 20 ℃; for 120h; Yield given;

DOI:10.1016/S0008-6215(00)81868-6

Reference yield:

(Z)-6-bromo-5,6-didesoxy-1,2-O-isopropylidene-3-O-methyl-α-D-ribo-hept-5-eno-1,4-furanurononitrile (76985-97-2) + benzylamine (100-46-9) → (2R,3R)-1-Benzyl-3-((3aR,5R,6R,6aR)-6-methoxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-aziridine-2-carbonitrile (59578-35-7,59578-36-8,80019-12-1,80080-73-5) + (2R,3S)-1-benzyl-3-cyano-2-(1,2-O-isopropylidene-3-O-methyl-α-D-ribo-tetro-1,4-furanos-4-yl)aziridine (80019-12-1) + (2S,3R)-1-benzyl-3-cyano-2-(1,2-O-isopropylidene-3-O-methyl-α-D-ribo-tetro-1,4-furanos-4-yl)aziridine (80080-73-5) + (2S,3S)-1-Benzyl-3-((3aR,5R,6R,6aR)-6-methoxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-aziridine-2-carbonitrile (59578-35-7,59578-36-8,80019-12-1,80080-73-5)

Guidance literature:

With triethylamine; In benzene; at 20 ℃; for 20h; Yield given;

DOI:10.1016/S0008-6215(00)81868-6

upstream raw materials:

(Z)-6-bromo-5,6-didesoxy-1,2-O-isopropylidene-3-O-methyl-α-D-xylohept-5-eno-1,4-furanurononitrile

benzylamine

6-bromo-5,6-didesoxy-1,2-O-isopropylidene-3-O-methyl-α-D-xylo-hepto-5-eno-1,4-furanurononitrile

(Z)-6-bromo-5,6-didesoxy-1,2-O-isopropylidene-3-O-methyl-α-D-ribo-hept-5-eno-1,4-furanurononitrile

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