(R)-2-{(S)-[(R)-2,2-dimethyl-1,3-dioxolan-4-yl]-hydroxy-methyl}-6-hydroxy-3-oxo-3,6-dihydro-2H-pyridine-1-carboxylic acid benzyl ester

Base Information

• Chemical Name: (R)-2-{(S)-[(R)-2,2-dimethyl-1,3-dioxolan-4-yl]-hydroxy-methyl}-6-hydroxy-3-oxo-3,6-dihydro-2H-pyridine-1-carboxylic acid benzyl ester
• CAS No.: 1007131-40-9
• Molecular Formula: C₁₉H₂₃NO₇
• Molecular Weight: 377.394

Synonyms:(R)-2-{(S)-[(R)-2,2-dimethyl-1,3-dioxolan-4-yl]-hydroxy-methyl}-6-hydroxy-3-oxo-3,6-dihydro-2H-pyridine-1-carboxylic acid benzyl ester

Chemical Property of (R)-2-{(S)-[(R)-2,2-dimethyl-1,3-dioxolan-4-yl]-hydroxy-methyl}-6-hydroxy-3-oxo-3,6-dihydro-2H-pyridine-1-carboxylic acid benzyl ester

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Technology Process of (R)-2-{(S)-[(R)-2,2-dimethyl-1,3-dioxolan-4-yl]-hydroxy-methyl}-6-hydroxy-3-oxo-3,6-dihydro-2H-pyridine-1-carboxylic acid benzyl ester

There total 1 articles about (R)-2-{(S)-[(R)-2,2-dimethyl-1,3-dioxolan-4-yl]-hydroxy-methyl}-6-hydroxy-3-oxo-3,6-dihydro-2H-pyridine-1-carboxylic acid benzyl ester 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%

(1S,2R)-2-[(benzyloxy)carbonyl]amino-1-[(R)-2,2-dimethyl-1,3-dioxolan-4-yl]-2-(2-furyl)ethanol (1007131-39-6) → (R)-2-{(S)-[(R)-2,2-dimethyl-1,3-dioxolan-4-yl]-hydroxy-methyl}-6-hydroxy-3-oxo-3,6-dihydro-2H-pyridine-1-carboxylic acid benzyl ester (1007131-40-9)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 20 ℃; for 20h;

DOI:10.1039/b713447a

Reference yield: 80.0%

(R)-2-{(S)-[(R)-2,2-dimethyl-1,3-dioxolan-4-yl]-hydroxy-methyl}-6-hydroxy-3-oxo-3,6-dihydro-2H-pyridine-1-carboxylic acid benzyl ester (1007131-40-9) → (1R,5S,7S)-7-[(R)-2,2-dimethyl-1,3-dioxolan-4-yl]-2-oxo-6-oxa-8-aza-bicyclo[3.2.1]oct-3-ene-8-carboxylic acid benzyl ester (1007131-41-0)

Guidance literature:

With 4 A molecular sieve; toluene-4-sulfonic acid; In toluene; for 1.5h;

DOI:10.1039/b713447a

Reference yield: 77.0%

(R)-2-{(S)-[(R)-2,2-dimethyl-1,3-dioxolan-4-yl]-hydroxy-methyl}-6-hydroxy-3-oxo-3,6-dihydro-2H-pyridine-1-carboxylic acid benzyl ester (1007131-40-9) + orthoformic acid triethyl ester (122-51-0) → (R)-2-{(S)-[(R)-2,2-dimethyl-1,3-dioxolan-4-yl]-hydroxy-methyl}-6-ethoxy-3-oxo-3,6-dihydro-2H-pyridine-1-carboxylic acid benzyl ester (1007131-46-5)

Guidance literature:

With 4 A molecular sieve; boron trifluoride diethyl etherate; In tetrahydrofuran; at 0 ℃; for 3h;

DOI:10.1039/b713447a

upstream raw materials:

(1S,2R)-2-[(benzyloxy)carbonyl]amino-1-[(R)-2,2-dimethyl-1,3-dioxolan-4-yl]-2-(2-furyl)ethanol

Downstream raw materials:

(1R,5S,7S)-7-[(R)-2,2-dimethyl-1,3-dioxolan-4-yl]-2-oxo-6-oxa-8-aza-bicyclo[3.2.1]oct-3-ene-8-carboxylic acid benzyl ester

(2S,3S,5R,8S,9R,10S)-8-hydroxy-1,4,7-trioxa-11-aza-tetracyclo[1.1.0]decane-11-carboxylic acid benzyl ester

(R)-2-{(S)-[(R)-2,2-dimethyl-1,3-dioxolan-4-yl]-hydroxy-methyl}-6-ethoxy-3-oxo-3,6-dihydro-2H-pyridine-1-carboxylic acid benzyl ester

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