11-(2-nitro-benzenesulfonyl)-3,7,11-triaza-bicyclo[11.3.1]heptadeca-1⁽¹⁷⁾,13,15-triene-3,7,15-tricarboxylic acid 7-allyl ester 3-(9H-fluoren-9-ylmethyl) ester

Base Information

• Chemical Name: 11-(2-nitro-benzenesulfonyl)-3,7,11-triaza-bicyclo[11.3.1]heptadeca-1⁽¹⁷⁾,13,15-triene-3,7,15-tricarboxylic acid 7-allyl ester 3-(9H-fluoren-9-ylmethyl) ester
• CAS No.: 380235-17-6
• Molecular Formula: C₄₀H₄₀N₄O₁₀S
• Molecular Weight: 768.844

Synonyms:11-(2-nitro-benzenesulfonyl)-3,7,11-triaza-bicyclo[11.3.1]heptadeca-1⁽¹⁷⁾,13,15-triene-3,7,15-tricarboxylic acid 7-allyl ester 3-(9H-fluoren-9-ylmethyl) ester

Chemical Property of 11-(2-nitro-benzenesulfonyl)-3,7,11-triaza-bicyclo[11.3.1]heptadeca-1⁽¹⁷⁾,13,15-triene-3,7,15-tricarboxylic acid 7-allyl ester 3-(9H-fluoren-9-ylmethyl) ester

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Technology Process of 11-(2-nitro-benzenesulfonyl)-3,7,11-triaza-bicyclo[11.3.1]heptadeca-1⁽¹⁷⁾,13,15-triene-3,7,15-tricarboxylic acid 7-allyl ester 3-(9H-fluoren-9-ylmethyl) ester

There total 9 articles about 11-(2-nitro-benzenesulfonyl)-3,7,11-triaza-bicyclo[11.3.1]heptadeca-1⁽¹⁷⁾,13,15-triene-3,7,15-tricarboxylic acid 7-allyl ester 3-(9H-fluoren-9-ylmethyl) 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:

N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide (82911-69-1) + 3-(2-nitro-benzenesulfonyl)-3,7,11-triaza-bicyclo[11.3.1]heptadeca-1(16),13(17),14-triene-7,15-dicarboxylic acid 7-allyl ester → 11-(2-nitro-benzenesulfonyl)-3,7,11-triaza-bicyclo[11.3.1]heptadeca-1(17),13,15-triene-3,7,15-tricarboxylic acid 7-allyl ester 3-(9H-fluoren-9-ylmethyl) ester (380235-17-6)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In water; acetonitrile;

DOI:10.1021/ol0101741

Reference yield:

2-Nitrobenzenesulfonyl chloride (1694-92-4) → 11-(2-nitro-benzenesulfonyl)-3,7,11-triaza-bicyclo[11.3.1]heptadeca-1(17),13,15-triene-3,7,15-tricarboxylic acid 7-allyl ester 3-(9H-fluoren-9-ylmethyl) ester (380235-17-6)

Guidance literature:

Multi-step reaction with 6 steps

1: CH₂Cl₂ / 0.75 h / 0 - 20 °C

2: H₂O / acetonitrile / 16 h / Heating

3: 85 percent / NaHCO₃ / H₂O; dioxane / 4 h / 20 °C

4: 46.7 percent / Cs₂CO₃; Bu₄NBr / acetonitrile / 0.58 h / Heating

5: NaOH / H₂O; methanol; dioxane / 16 h / 20 °C

6: 2.23 g / DIPEA / H₂O; acetonitrile / 1.5 h / 20 °C

With sodium hydroxide; tetrabutylammomium bromide; water; sodium hydrogencarbonate; caesium carbonate; N-ethyl-N,N-diisopropylamine; In 1,4-dioxane; methanol; dichloromethane; water; acetonitrile;

DOI:10.1021/ol0101741

Reference yield:

N-[3-(3-amino-propylamino)-propyl]-2-nitro-benzenesulfonamide (444108-27-4) → 11-(2-nitro-benzenesulfonyl)-3,7,11-triaza-bicyclo[11.3.1]heptadeca-1(17),13,15-triene-3,7,15-tricarboxylic acid 7-allyl ester 3-(9H-fluoren-9-ylmethyl) ester (380235-17-6)

Guidance literature:

Multi-step reaction with 5 steps

1: H₂O / acetonitrile / 16 h / Heating

2: 85 percent / NaHCO₃ / H₂O; dioxane / 4 h / 20 °C

3: 46.7 percent / Cs₂CO₃; Bu₄NBr / acetonitrile / 0.58 h / Heating

4: NaOH / H₂O; methanol; dioxane / 16 h / 20 °C

5: 2.23 g / DIPEA / H₂O; acetonitrile / 1.5 h / 20 °C

With sodium hydroxide; tetrabutylammomium bromide; water; sodium hydrogencarbonate; caesium carbonate; N-ethyl-N,N-diisopropylamine; In 1,4-dioxane; methanol; water; acetonitrile;

DOI:10.1021/ol0101741

upstream raw materials:

N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide

bis(3-aminopropyl)amine

2-Nitrobenzenesulfonyl chloride

N-[3-(3-amino-propylamino)-propyl]-2-nitro-benzenesulfonamide

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