2-chloro-N,N-diethyl-3-[(4R)-3-O-benzyl-1,2-O-isopropylidene-β-L-threofuran-4-yl]cyclopropanecarboxamide

Base Information

• Chemical Name: 2-chloro-N,N-diethyl-3-[(4R)-3-O-benzyl-1,2-O-isopropylidene-β-L-threofuran-4-yl]cyclopropanecarboxamide
• CAS No.: 1450618-27-5
• Molecular Formula: C₂₂H₃₀ClNO₅
• Molecular Weight: 423.937

Synonyms:2-chloro-N,N-diethyl-3-[(4R)-3-O-benzyl-1,2-O-isopropylidene-β-L-threofuran-4-yl]cyclopropanecarboxamide

Chemical Property of 2-chloro-N,N-diethyl-3-[(4R)-3-O-benzyl-1,2-O-isopropylidene-β-L-threofuran-4-yl]cyclopropanecarboxamide

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Technology Process of 2-chloro-N,N-diethyl-3-[(4R)-3-O-benzyl-1,2-O-isopropylidene-β-L-threofuran-4-yl]cyclopropanecarboxamide

There total 1 articles about 2-chloro-N,N-diethyl-3-[(4R)-3-O-benzyl-1,2-O-isopropylidene-β-L-threofuran-4-yl]cyclopropanecarboxamide 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: 53.0%

tetrachloromethane (56-23-5) + (E)-N,N-diethyl-3-O-benzyl-5,6-dideoxy-1,2-O-isopropylidene-α-D-xylo-hept-5-enofuranosiduronamide (1310802-56-2) → 2-chloro-N,N-diethyl-3-[(4R)-3-O-benzyl-1,2-O-isopropylidene-β-L-threofuran-4-yl]cyclopropanecarboxamide (1450618-27-5)

Guidance literature:

With chromium dichloride; In tetrahydrofuran; for 16h; stereoselective reaction; Inert atmosphere; Reflux;

DOI:10.1002/ejoc.201300322

Reference yield: 74.0%

2-chloro-N,N-diethyl-3-[(4R)-3-O-benzyl-1,2-O-isopropylidene-β-L-threofuran-4-yl]cyclopropanecarboxamide (1450618-27-5) → (4R)-3-O-benzyl-[2-chloro-3-diethylaminomethylcyclopropanyl]-1,2-isopropylidene-β-L-threofuranose (1450618-39-9)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; for 12h; Inert atmosphere; Reflux;

DOI:10.1002/ejoc.201300322

upstream raw materials:

tetrachloromethane

(E)-N,N-diethyl-3-O-benzyl-5,6-dideoxy-1,2-O-isopropylidene-α-D-xylo-hept-5-enofuranosiduronamide

Downstream raw materials:

(4R)-3-O-benzyl-[2-chloro-3-diethylaminomethylcyclopropanyl]-1,2-isopropylidene-β-L-threofuranose

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