(2aR,4aS,6aR,6bS)-4-(4-Methoxy-benzyl)-3-oxo-3,4,5,6,6a,6b-hexahydro-2aH-1,2,4-triaza-cyclopenta[cd]pentalene-4a-carboxylic acid methyl ester

Base Information

Chemical Name:(2aR,4aS,6aR,6bS)-4-(4-Methoxy-benzyl)-3-oxo-3,4,5,6,6a,6b-hexahydro-2aH-1,2,4-triaza-cyclopenta[cd]pentalene-4a-carboxylic acid methyl ester
CAS No.:597540-59-5
Molecular Formula:C₁₇H₁₉N₃O₄
Molecular Weight:329.356
Hs Code.:

Synonyms:(2aR,4aS,6aR,6bS)-4-(4-Methoxy-benzyl)-3-oxo-3,4,5,6,6a,6b-hexahydro-2aH-1,2,4-triaza-cyclopenta[cd]pentalene-4a-carboxylic acid methyl ester

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Chemical Property of (2aR,4aS,6aR,6bS)-4-(4-Methoxy-benzyl)-3-oxo-3,4,5,6,6a,6b-hexahydro-2aH-1,2,4-triaza-cyclopenta[cd]pentalene-4a-carboxylic acid methyl ester

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Technology Process of (2aR,4aS,6aR,6bS)-4-(4-Methoxy-benzyl)-3-oxo-3,4,5,6,6a,6b-hexahydro-2aH-1,2,4-triaza-cyclopenta[cd]pentalene-4a-carboxylic acid methyl ester

There total 10 articles about (2aR,4aS,6aR,6bS)-4-(4-Methoxy-benzyl)-3-oxo-3,4,5,6,6a,6b-hexahydro-2aH-1,2,4-triaza-cyclopenta[cd]pentalene-4a-carboxylic acid methyl 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:

: 597540-58-4
(S)-1-[(2-Diazo-acetyl)-(4-methoxy-benzyl)-amino]-cyclopent-2-enecarboxylic acid methyl ester

: 597540-59-5
(2aR,4aS,6aR,6bS)-4-(4-Methoxy-benzyl)-3-oxo-3,4,5,6,6a,6b-hexahydro-2aH-1,2,4-triaza-cyclopenta[cd]pentalene-4a-carboxylic acid methyl ester

Guidance literature:: In chloroform; at 20 ℃; for 46h;
DOI:10.1016/S0040-4039(03)01316-9

Reference yield:

: 123-11-5
4-methoxy-benzaldehyde

: 597540-59-5
(2aR,4aS,6aR,6bS)-4-(4-Methoxy-benzyl)-3-oxo-3,4,5,6,6a,6b-hexahydro-2aH-1,2,4-triaza-cyclopenta[cd]pentalene-4a-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.2: NaBH₃CN / methanol / 22 h / 20 °C

2.1: O-(7-azabenzotriazol-1-yl)-N,N,N',N'-tetramethyluronium PF₆; HOAt; Et₃N / dimethylformamide / 7 h / 20 °C

3.1: TFA / CH₂Cl₂

4.1: NaNO₂; citric acid / H₂O; diethyl ether / 0.5 h / 20 °C / pH 3

5.1: CHCl₃ / 46 h / 20 °C

With 1-hydroxy-7-aza-benzotriazole; triethylamine; HATU; trifluoroacetic acid; citric acid; sodium nitrite; In diethyl ether; dichloromethane; chloroform; water; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(03)01316-9

Reference yield:

: 213688-27-8
(1S,2R)-1-tert-Butoxycarbonylamino-2-hydroxy-cyclopentanecarboxylic acid

: 597540-59-5
(2aR,4aS,6aR,6bS)-4-(4-Methoxy-benzyl)-3-oxo-3,4,5,6,6a,6b-hexahydro-2aH-1,2,4-triaza-cyclopenta[cd]pentalene-4a-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 8 steps

1.1: 40 percent / Tf₂O; pyridine / 21 h / -30 - 20 °C

2.1: TFA / CH₂Cl₂

3.2: NaBH₃CN / methanol / 22 h / 20 °C

4.1: O-(7-azabenzotriazol-1-yl)-N,N,N',N'-tetramethyluronium PF₆; HOAt; Et₃N / dimethylformamide / 7 h / 20 °C

5.1: TFA / CH₂Cl₂

6.1: NaNO₂; citric acid / H₂O; diethyl ether / 0.5 h / 20 °C / pH 3

7.1: CHCl₃ / 46 h / 20 °C

With pyridine; 1-hydroxy-7-aza-benzotriazole; trifluoromethylsulfonic anhydride; triethylamine; HATU; trifluoroacetic acid; citric acid; sodium nitrite; In diethyl ether; dichloromethane; chloroform; water; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(03)01316-9