(5S,8S)-3-(naphthalen-1-yl)-2,4-dioxo-7-[(prop-2-en-1-yloxy)carbonyl]-1-{[2-({[(prop-2-en-1-yloxy)carbonyl]oxy}methyl)phenyl]methyl}-1,3,7-triazaspiro[4.4]nonane-8-carboxylic acid

Base Information

Chemical Name:(5S,8S)-3-(naphthalen-1-yl)-2,4-dioxo-7-[(prop-2-en-1-yloxy)carbonyl]-1-{[2-({[(prop-2-en-1-yloxy)carbonyl]oxy}methyl)phenyl]methyl}-1,3,7-triazaspiro[4.4]nonane-8-carboxylic acid
CAS No.:1407162-70-2
Molecular Formula:C₃₃H₃₁N₃O₉
Molecular Weight:613.624
Hs Code.:

(5S,8S)-3-(naphthalen-1-yl)-2,4-dioxo-7-[(prop-2-en-1-yloxy)carbonyl]-1-{[2-({[(prop-2-en-1-yloxy)carbonyl]oxy}methyl)phenyl]methyl}-1,3,7-triazaspiro[4.4]nonane-8-carboxylic acid

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Chemical Property of (5S,8S)-3-(naphthalen-1-yl)-2,4-dioxo-7-[(prop-2-en-1-yloxy)carbonyl]-1-{[2-({[(prop-2-en-1-yloxy)carbonyl]oxy}methyl)phenyl]methyl}-1,3,7-triazaspiro[4.4]nonane-8-carboxylic acid

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Technology Process of (5S,8S)-3-(naphthalen-1-yl)-2,4-dioxo-7-[(prop-2-en-1-yloxy)carbonyl]-1-{[2-({[(prop-2-en-1-yloxy)carbonyl]oxy}methyl)phenyl]methyl}-1,3,7-triazaspiro[4.4]nonane-8-carboxylic acid

There total 8 articles about (5S,8S)-3-(naphthalen-1-yl)-2,4-dioxo-7-[(prop-2-en-1-yloxy)carbonyl]-1-{[2-({[(prop-2-en-1-yloxy)carbonyl]oxy}methyl)phenyl]methyl}-1,3,7-triazaspiro[4.4]nonane-8-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:

: C₂₉H₂₇N₃O₇

: 2937-50-0
Allyl chloroformate

: 1407162-70-2
(5S,8S)-3-(naphthalen-1-yl)-2,4-dioxo-7-[(prop-2-en-1-yloxy)carbonyl]-1-{[2-({[(prop-2-en-1-yloxy)carbonyl]oxy}methyl)phenyl]methyl}-1,3,7-triazaspiro[4.4]nonane-8-carboxylic acid

Guidance literature:: With triethylamine; In tetrahydrofuran; at 0 - 20 ℃;
DOI:10.1021/ja3069648

Reference yield:

: C₁₉H₂₃N₃O₆

: 1407162-70-2
(5S,8S)-3-(naphthalen-1-yl)-2,4-dioxo-7-[(prop-2-en-1-yloxy)carbonyl]-1-{[2-({[(prop-2-en-1-yloxy)carbonyl]oxy}methyl)phenyl]methyl}-1,3,7-triazaspiro[4.4]nonane-8-carboxylic acid

Guidance literature:: Multi-step reaction with 6 steps

1.1: hydrogen; palladium on activated charcoal / tetrahydrofuran / 20 °C

2.1: di-tert-butyl dicarbonate; dmap / tetrahydrofuran / 1.5 h / 20 °C

2.2: 0.5 h / 20 °C

3.1: methanol / 0.5 h / 20 °C

3.2: 12 h / 20 °C

4.1: triethylamine / tetrahydrofuran / 24 h / 20 °C

5.1: chlorotriisopropylsilane; trifluoroacetic acid / 4 h / 20 °C

6.1: triethylamine / tetrahydrofuran / 0 - 20 °C

With dmap; chlorotriisopropylsilane; di-tert-butyl dicarbonate; palladium on activated charcoal; hydrogen; triethylamine; trifluoroacetic acid; In tetrahydrofuran; methanol;
DOI:10.1021/ja3069648

Reference yield:

: 265670-84-6
7,8-di-tert-butyl (5S,8S)-2,4-dioxo-1,3,7-triazaspiro[4,4]nonane-7,8-dicarboxylate

: 1407162-70-2
(5S,8S)-3-(naphthalen-1-yl)-2,4-dioxo-7-[(prop-2-en-1-yloxy)carbonyl]-1-{[2-({[(prop-2-en-1-yloxy)carbonyl]oxy}methyl)phenyl]methyl}-1,3,7-triazaspiro[4.4]nonane-8-carboxylic acid

Guidance literature:: Multi-step reaction with 5 steps

1.1: di-tert-butyl dicarbonate; dmap / tetrahydrofuran / 1.5 h / 20 °C

1.2: 0.5 h / 20 °C

2.1: methanol / 0.5 h / 20 °C

2.2: 12 h / 20 °C

3.1: triethylamine / tetrahydrofuran / 24 h / 20 °C

4.1: chlorotriisopropylsilane; trifluoroacetic acid / 4 h / 20 °C

5.1: triethylamine / tetrahydrofuran / 0 - 20 °C

With dmap; chlorotriisopropylsilane; di-tert-butyl dicarbonate; triethylamine; trifluoroacetic acid; In tetrahydrofuran; methanol;
DOI:10.1021/ja3069648