(3aR,6R,7aS)-6-Hydroxymethyl-2,2-dimethyl-tetrahydro-oxazolo[4,5-c]pyridine-3,5-dicarboxylic acid 5-benzyl ester 3-tert-butyl ester

Base Information

• Chemical Name: (3aR,6R,7aS)-6-Hydroxymethyl-2,2-dimethyl-tetrahydro-oxazolo[4,5-c]pyridine-3,5-dicarboxylic acid 5-benzyl ester 3-tert-butyl ester
• CAS No.: 169218-64-8
• Molecular Formula: C₂₂H₃₂N₂O₆
• Molecular Weight: 420.506

Synonyms:(3aR,6R,7aS)-6-Hydroxymethyl-2,2-dimethyl-tetrahydro-oxazolo[4,5-c]pyridine-3,5-dicarboxylic acid 5-benzyl ester 3-tert-butyl ester

Chemical Property of (3aR,6R,7aS)-6-Hydroxymethyl-2,2-dimethyl-tetrahydro-oxazolo[4,5-c]pyridine-3,5-dicarboxylic acid 5-benzyl ester 3-tert-butyl ester

Chemical Property:

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Technology Process of (3aR,6R,7aS)-6-Hydroxymethyl-2,2-dimethyl-tetrahydro-oxazolo[4,5-c]pyridine-3,5-dicarboxylic acid 5-benzyl ester 3-tert-butyl ester

There total 1 articles about (3aR,6R,7aS)-6-Hydroxymethyl-2,2-dimethyl-tetrahydro-oxazolo[4,5-c]pyridine-3,5-dicarboxylic acid 5-benzyl ester 3-tert-butyl 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: 48.0%

C22H31BrHgN2O5 → (3aR,6R,7aS)-6-Hydroxymethyl-2,2-dimethyl-tetrahydro-oxazolo[4,5-c]pyridine-3,5-dicarboxylic acid 5-benzyl ester 3-tert-butyl ester (169218-64-8)

Guidance literature:

With sodium tetrahydroborate; oxygen; In N,N-dimethyl-formamide; for 1h;

DOI:10.1021/jo00126a053

Reference yield:

(3aR,6R,7aS)-6-Hydroxymethyl-2,2-dimethyl-tetrahydro-oxazolo[4,5-c]pyridine-3,5-dicarboxylic acid 5-benzyl ester 3-tert-butyl ester (169218-64-8) → (2R,4S,5R)-5-tert-Butoxycarbonylamino-4-hydroxy-2-hydroxymethyl-piperidine-1-carboxylic acid benzyl ester

Guidance literature:

With trifluoroacetic acid; In dichloromethane; for 20h; Ambient temperature;

DOI:10.1021/jo00126a053

Reference yield:

(3aR,6R,7aS)-6-Hydroxymethyl-2,2-dimethyl-tetrahydro-oxazolo[4,5-c]pyridine-3,5-dicarboxylic acid 5-benzyl ester 3-tert-butyl ester (169218-64-8) → (2R,4S,5R)-4-Acetoxy-2-acetoxymethyl-5-tert-butoxycarbonylamino-piperidine-1-carboxylic acid benzyl ester

Guidance literature:

Multi-step reaction with 2 steps

1: TFA / CH₂Cl₂ / 20 h / Ambient temperature

2: pyridine / 2 h / Ambient temperature

With pyridine; trifluoroacetic acid; In dichloromethane;

DOI:10.1021/jo00126a053

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