[1-(1,3-dioxo-1,3-dihydro-isoindol-2-ylmethyl)-2-(trityl-carbamoyl)-ethyl]-carbamic acid 9H-fluoren-9-ylmethyl ester

Base Information

• Chemical Name: [1-(1,3-dioxo-1,3-dihydro-isoindol-2-ylmethyl)-2-(trityl-carbamoyl)-ethyl]-carbamic acid 9H-fluoren-9-ylmethyl ester
• CAS No.: 869735-96-6
• Molecular Formula: C₄₆H₃₇N₃O₅
• Molecular Weight: 711.817

Synonyms:[1-(1,3-dioxo-1,3-dihydro-isoindol-2-ylmethyl)-2-(trityl-carbamoyl)-ethyl]-carbamic acid 9H-fluoren-9-ylmethyl ester

Chemical Property of [1-(1,3-dioxo-1,3-dihydro-isoindol-2-ylmethyl)-2-(trityl-carbamoyl)-ethyl]-carbamic acid 9H-fluoren-9-ylmethyl ester

Chemical Property:

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Technology Process of [1-(1,3-dioxo-1,3-dihydro-isoindol-2-ylmethyl)-2-(trityl-carbamoyl)-ethyl]-carbamic acid 9H-fluoren-9-ylmethyl ester

There total 1 articles about [1-(1,3-dioxo-1,3-dihydro-isoindol-2-ylmethyl)-2-(trityl-carbamoyl)-ethyl]-carbamic acid 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: 83.0%

phthalimide (136918-14-4,85-41-6) + N-Triphenylmethyl (3S)-3-(9-fluorenylmethoxycarbonylamino)-4-hydroxybutyramide (198543-08-7) → [1-(1,3-dioxo-1,3-dihydro-isoindol-2-ylmethyl)-2-(trityl-carbamoyl)-ethyl]-carbamic acid 9H-fluoren-9-ylmethyl ester (869735-96-6)

Guidance literature:

With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; at 20 ℃;

DOI:10.1021/jo051226t

Reference yield:

[1-(1,3-dioxo-1,3-dihydro-isoindol-2-ylmethyl)-2-(trityl-carbamoyl)-ethyl]-carbamic acid 9H-fluoren-9-ylmethyl ester (869735-96-6) → 3-amino-4-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-N-trityl-butyramide

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In ethyl acetate; at 20 ℃; for 0.166667h;

DOI:10.1021/jo051226t

Reference yield:

[1-(1,3-dioxo-1,3-dihydro-isoindol-2-ylmethyl)-2-(trityl-carbamoyl)-ethyl]-carbamic acid 9H-fluoren-9-ylmethyl ester (869735-96-6) → 4-amino-3-azido-N-trityl-butyramide

Guidance literature:

Multi-step reaction with 3 steps

1: DBU / ethyl acetate / 0.17 h / 20 °C

2: 543 mg / triflyl azide; CuSO₄*5H₂O / methanol; H₂O; CH₂Cl₂ / 20 °C

3: N₂H₄*H₂O / ethanol / Heating

With triflic azide; hydrazine hydrate; copper(II) sulfate; 1,8-diazabicyclo[5.4.0]undec-7-ene; In methanol; ethanol; dichloromethane; water; ethyl acetate;

DOI:10.1021/jo051226t

upstream raw materials:

phthalimide

N-Triphenylmethyl (3S)-3-(9-fluorenylmethoxycarbonylamino)-4-hydroxybutyramide

Downstream raw materials:

3-azido-4-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-N-trityl-butyramide

C₃₇H₄₀N₆O₄S₂

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