(1S,5R,7S)-1,5,7-Tris-benzyloxymethyl-2,4-dioxo-3-aza-bicyclo[3.3.1]nonane-7-carboxylic acid

Base Information

Chemical Name:(1S,5R,7S)-1,5,7-Tris-benzyloxymethyl-2,4-dioxo-3-aza-bicyclo[3.3.1]nonane-7-carboxylic acid
CAS No.:146651-52-7
Molecular Formula:C₃₃H₃₅NO₇
Molecular Weight:557.643
Hs Code.:

Synonyms:(1S,5R,7S)-1,5,7-Tris-benzyloxymethyl-2,4-dioxo-3-aza-bicyclo[3.3.1]nonane-7-carboxylic acid

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Chemical Property of (1S,5R,7S)-1,5,7-Tris-benzyloxymethyl-2,4-dioxo-3-aza-bicyclo[3.3.1]nonane-7-carboxylic acid

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Technology Process of (1S,5R,7S)-1,5,7-Tris-benzyloxymethyl-2,4-dioxo-3-aza-bicyclo[3.3.1]nonane-7-carboxylic acid

There total 6 articles about (1S,5R,7S)-1,5,7-Tris-benzyloxymethyl-2,4-dioxo-3-aza-bicyclo[3.3.1]nonane-7-carboxylic 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: 64.0%

: 146667-27-8
Kemp's anhydride acid

: 146651-52-7
(1S,5R,7S)-1,5,7-Tris-benzyloxymethyl-2,4-dioxo-3-aza-bicyclo[3.3.1]nonane-7-carboxylic acid

Guidance literature:: With ammonium hydroxide; In tetrahydrofuran; for 2h; Heating;
DOI:10.1021/ja00087a013

Reference yield:

: 52831-11-5
trimethyl cyclohexane-1,3,5-tricarboxylate

: 146651-52-7
(1S,5R,7S)-1,5,7-Tris-benzyloxymethyl-2,4-dioxo-3-aza-bicyclo[3.3.1]nonane-7-carboxylic acid

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) LDA / 1.) toluene, cyclohexane, a) -78 deg C, 30 min, b) 0 deg C, 30 min, 2.) toluene, cyclohexane, from -40 deg C to 25 deg C, 5 h 15 min

2: 83 percent / KOH / ethanol / 4 h / Heating

3: xylene / Heating

4: 64 percent / NH₄OH / tetrahydrofuran / 2 h / Heating

With potassium hydroxide; ammonium hydroxide; lithium diisopropyl amide; In tetrahydrofuran; ethanol; xylene;
DOI:10.1021/ja00087a013

Reference yield:

: 146651-51-6
1,3,5-Tris-benzyloxymethyl-cyclohexane-1,3,5-tricarboxylic acid

: 146651-52-7
(1S,5R,7S)-1,5,7-Tris-benzyloxymethyl-2,4-dioxo-3-aza-bicyclo[3.3.1]nonane-7-carboxylic acid

Guidance literature:: Multi-step reaction with 2 steps

1: xylene / Heating

2: 64 percent / NH₄OH / tetrahydrofuran / 2 h / Heating

With ammonium hydroxide; In tetrahydrofuran; xylene;
DOI:10.1021/ja00087a013