Fmoc-N-(allyl)-glycine

Base Information

• Chemical Name: Fmoc-N-(allyl)-glycine
• CAS No.: 222725-35-1
• Molecular Formula: C20H19NO4
• Molecular Weight: 337.375
• DSSTox Substance ID: DTXSID20442903
• Nikkaji Number: J1.093.360I
• Wikidata: Q82260494
• Mol file: 222725-35-1.mol

Synonyms:Fmoc-N-(allyl)-glycine;222725-35-1;Fmoc-DL-Gly(allyl)-OH;N-(((9H-Fluoren-9-yl)methoxy)carbonyl)-N-allylglycine;Glycine, N-[(9H-fluoren-9-ylmethoxy)carbonyl]-N-2-propenyl-;N-Fmoc-N-allyl-glycine;SCHEMBL490627;DTXSID20442903;2-[9H-fluoren-9-ylmethoxycarbonyl(prop-2-enyl)amino]acetic acid;XIA72535;Fmoc-N-(allyl)-glycine, AldrichCPR;MFCD17976766;AKOS015912121;HY-W036352;BS-25396;CS-0089995;EN300-81266;D74905;J-505178;Z1227753787;N-(9H-Fluorene-9-ylmethoxycarbonyl)-N-(2-propenyl)glycine;2-({[(9H-fluoren-9-yl)methoxy]carbonyl}(prop-2-en-1-yl)amino)acetic acid

Chemical Property of Fmoc-N-(allyl)-glycine

Chemical Property:

• Boiling Point: 531.6±39.0 °C(Predicted)
• PSA: 66.84000
• Density: 1.254±0.06 g/cm3(Predicted)
• LogP: 3.50810
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 7
• Exact Mass: 337.13140809
• Heavy Atom Count: 25
• Complexity: 484

Purity/Quality:

97% ^*data from raw suppliers

N-Fmoc-N-allyl-glycine 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=CCN(CC(=O)O)C(=O)OCC1C2=CC=CC=C2C3=CC=CC=C13

Technology Process of Fmoc-N-(allyl)-glycine

There total 8 articles about Fmoc-N-(allyl)-glycine 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: 93.0%

N-allylglycine ethyl ester (3182-79-4) + N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide (82911-69-1) → N-[(9H-fluoren-9-ylmethoxy)carbonyl]-N-2-propen-1-yl-glycine (222725-35-1)

Guidance literature:

N-allylglycine ethyl ester; With sodium hydroxide; In 1,4-dioxane; methanol; water; for 0.75h;

N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide; With sodium hydroxide; In 1,4-dioxane; methanol; water; for 16h; pH=8.5 - 9.0; Further stages.;

DOI:10.1002/1099-0690(200006)2000:12<2335::AID-EJOC2335>3.0.CO;2-C

Reference yield: 80.0%

N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide (82911-69-1) + 2-(allylamino)acetic acid hydrochloride (3182-78-3) → N-[(9H-fluoren-9-ylmethoxy)carbonyl]-N-2-propen-1-yl-glycine (222725-35-1)

Guidance literature:

With sodium carbonate; In 1,4-dioxane; at 0 ℃; for 24h;

DOI:10.1080/00397919908086067

Reference yield: 58.0%

sodium allylaminoacetate + (fluorenylmethoxy)carbonyl chloride (28920-43-6) → N-[(9H-fluoren-9-ylmethoxy)carbonyl]-N-2-propen-1-yl-glycine (222725-35-1)

Guidance literature:

With sodium carbonate; In 1,4-dioxane; water; at 0 - 20 ℃; for 48h;

DOI:10.1002/chem.202002164

upstream raw materials:

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

2-(allylamino)acetic acid hydrochloride

N-allylglycine

(fluorenylmethoxy)carbonyl chloride

Downstream raw materials:

N-Fmoc-N-allylglycylphenylalanine methyl ester

Ac-(Nhal)Gly-Leu-D-Val-Phe-(Nall)Gly-OMe

N-allylglycyl-phenylalanine methyl ester

(R)-(R)-2-((R)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)pent-4-enamido)-2-phenylethyl 2-methylpent-4-enoate