(1aS,9aS)-dimethyl ester 1a,2,3,8,9,9a-hexahydro-4-(methoxymethoxy)-7-[(4-methoxyphenyl)methyl]-9-oxo-1H-azirino[2,3-c][1]benzazocine-1,5-dicarboxylic acid

Base Information

Chemical Name:(1aS,9aS)-dimethyl ester 1a,2,3,8,9,9a-hexahydro-4-(methoxymethoxy)-7-[(4-methoxyphenyl)methyl]-9-oxo-1H-azirino[2,3-c][1]benzazocine-1,5-dicarboxylic acid
CAS No.:503305-87-1
Molecular Formula:C₂₅H₂₈N₂O₈
Molecular Weight:484.506
Hs Code.:

(1aS,9aS)-dimethyl ester 1a,2,3,8,9,9a-hexahydro-4-(methoxymethoxy)-7-[(4-methoxyphenyl)methyl]-9-oxo-1H-azirino[2,3-c][1]benzazocine-1,5-dicarboxylic acid

Synonyms:(1aS,9aS)-dimethyl ester 1a,2,3,8,9,9a-hexahydro-4-(methoxymethoxy)-7-[(4-methoxyphenyl)methyl]-9-oxo-1H-azirino[2,3-c][1]benzazocine-1,5-dicarboxylic acid

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Chemical Property of (1aS,9aS)-dimethyl ester 1a,2,3,8,9,9a-hexahydro-4-(methoxymethoxy)-7-[(4-methoxyphenyl)methyl]-9-oxo-1H-azirino[2,3-c][1]benzazocine-1,5-dicarboxylic acid

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MSDS Files:: SDS file from LookChem

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Technology Process of (1aS,9aS)-dimethyl ester 1a,2,3,8,9,9a-hexahydro-4-(methoxymethoxy)-7-[(4-methoxyphenyl)methyl]-9-oxo-1H-azirino[2,3-c][1]benzazocine-1,5-dicarboxylic acid

There total 4 articles about (1aS,9aS)-dimethyl ester 1a,2,3,8,9,9a-hexahydro-4-(methoxymethoxy)-7-[(4-methoxyphenyl)methyl]-9-oxo-1H-azirino[2,3-c][1]benzazocine-1,5-dicarboxylic acid 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: 75.0%

: 686722-20-3
(1aS,9aS)-dimethyl ester-1a,2,3,8,9,9a-hexahydro-7-(methoxymethoxy)-3-[(4-methoxyphenyl)methyl]-9-hydroxy-1H-azirino[2,3-c][1]benzazocine-1,5-dicarboxylic acid

: 503305-87-1
(1aS,9aS)-dimethyl ester 1a,2,3,8,9,9a-hexahydro-4-(methoxymethoxy)-7-[(4-methoxyphenyl)methyl]-9-oxo-1H-azirino[2,3-c][1]benzazocine-1,5-dicarboxylic acid

Guidance literature:: With Dess-Martin periodane; In dichloromethane; for 1.5h;
DOI:10.1021/jo035828t

Reference yield:

: 2746-25-0
p-Methoxybenzyl bromide

: 503305-87-1
(1aS,9aS)-dimethyl ester 1a,2,3,8,9,9a-hexahydro-4-(methoxymethoxy)-7-[(4-methoxyphenyl)methyl]-9-oxo-1H-azirino[2,3-c][1]benzazocine-1,5-dicarboxylic acid

Guidance literature:: Multi-step reaction with 3 steps

1: 86 percent / DIPEA / CH₂Cl₂ / 48 h

2: 80 percent / tris(dimethylamino)sulfur(trimethylsilyl)difluoride (TASF) / dimethylformamide; H₂O / 4 h / 20 °C

3: 75 percent / Dess-Martin periodinane / CH₂Cl₂ / 1.5 h

With tris(dimethylamino)sulfonium trimethylsilyldifluoride; Dess-Martin periodane; N-ethyl-N,N-diisopropylamine; In dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1021/jo035828t

Reference yield:

: 477223-17-9
9-(diethyl-isopropyl-silanyloxy)-7-methoxymethoxy-1a,2,3,8,9,9a-hexahydro-1,3-diaza-benzo[a]cyclopropa[e]cyclooctene-1,5-dicarboxylic acid dimethyl ester

: 503305-87-1
(1aS,9aS)-dimethyl ester 1a,2,3,8,9,9a-hexahydro-4-(methoxymethoxy)-7-[(4-methoxyphenyl)methyl]-9-oxo-1H-azirino[2,3-c][1]benzazocine-1,5-dicarboxylic acid

Guidance literature:: Multi-step reaction with 3 steps

1: 86 percent / DIPEA / CH₂Cl₂ / 48 h

2: 80 percent / tris(dimethylamino)sulfur(trimethylsilyl)difluoride (TASF) / dimethylformamide; H₂O / 4 h / 20 °C

3: 75 percent / Dess-Martin periodinane / CH₂Cl₂ / 1.5 h

With tris(dimethylamino)sulfonium trimethylsilyldifluoride; Dess-Martin periodane; N-ethyl-N,N-diisopropylamine; In dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1021/jo035828t