194154-35-3

Basic information

• Product Name: (S)-3-(9H-Fluoren-9-ylmethoxycarbonylamino)-N-(3-iodo-benzyl)-succinamic acid tert-butyl ester
• Synonyms: (S)-3-(9H-Fluoren-9-ylmethoxycarbonylamino)-N-(3-iodo-benzyl)-succinamic acid tert-butyl ester
• CAS NO: 194154-35-3
• Molecular Weight: 626.491
• Mol File: 194154-35-3.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: (S)-3-(9H-Fluoren-9-ylmethoxycarbonylamino)-N-(3-iodo-benzyl)-succinamic acid tert-butyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-3-(9H-Fluoren-9-ylmethoxycarbonylamino)-N-(3-iodo-benzyl)-succinamic acid tert-butyl ester(194154-35-3)
• EPA Substance Registry System: (S)-3-(9H-Fluoren-9-ylmethoxycarbonylamino)-N-(3-iodo-benzyl)-succinamic acid tert-butyl ester(194154-35-3)

Safety Data

• Hazardous Substances Data: 194154-35-3(Hazardous Substances Data)

Upstream product

• 71989-14-5 Fmoc-(tBu)Asp-OH 
• 3718-88-5 3-iodobenzylamine hydrochloride 
• 696-40-2 3-iodobenzylamine 

Downstream Products

• 1012843-16-1 C₁₅H₂₁IN₂O₃ 
• 270079-64-6 (S)-3-(9H-Fluoren-9-ylmethoxycarbonylamino)-N-(3-iodo-benzyl)-succinamic acid 
• 194154-37-5 C₃₄H₄₄N₈O₁₀S 

Relevant articles and documents

Macrocyclization on solid support using Heck reaction

A novel intramolecular macrocyclization reaction on solid support; using Heck reaction was achieved. The Heck coupling of acrylic acid amide to 3-iodobenzylamine on solid support proceeds smoothly to yield a cyclic tetrapeptide derivative containing a new 3-substituted cinnamic acid template and Arg-Gly-Asp sequence. The macrocyclization reaction takes place more rapidly on solid support than in solution.

Synthesis of cyclic RGD derivatives via solid phase macrocyclization using the Heck reaction

A novel intramolecular macrocyclization reaction on a solid support using the Heck reaction has been achieved. For head to tail cyclization on a solid support, the linear precursor was anchored to a chlorotrityl chloride resin via an ester linkage using the β-carboxyl group of Asp. The Heck coupling of acrylic acid amide to 3-iodobenzylamine on the solid support proceeds smoothly to yield a cyclic tetrapeptide derivative, which contains a new 3-substituted cinnamic acid template and Arg-Gly-Asp sequence. The macrocyclization reaction takes place considerably more rapidly on a solid support than in solution. The solid phase procedure was successfully used for the construction of cyclic RGD libraries having diverse side chain structures, combined with a variety of ring sizes.