FMOC-Leu-Bt

Base Information

• Chemical Name: FMOC-Leu-Bt
• CAS No.: 1072840-99-3
• Molecular Formula: C27H26N4O3
• Molecular Weight: 454.52034
• Mol file: 1072840-99-3.mol

Synonyms:FMOC-Leu-Bt;(S)-(9H-Fluoren-9-yl)methyl 1-(1H-benzo[d][1,2,3]triazol-1-yl)-4-methyl-1-oxopentan-2-ylcarbamate;(S)-N-Fmoc-1-benzotriazolylcarbonyl-3-methylbutylamine

Chemical Property of FMOC-Leu-Bt

Chemical Property:

• Melting Point: 121-126°C
• PSA: 86.11000
• LogP: 5.41580
• Storage Temp.: 2-8°C

Purity/Quality:

98%Min ^*data from raw suppliers

Fmoc-leu-bt 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Benzotriazole amino acids, or aminoacylbenzotriazolides, are versatile reagents for synthesizing peptides as well as their mimetics and conjugates. Benzotriazole amino acids have been used for the preparation of diverse derivatives including:Polypeptidal benzotriazolidesPeptidomimetics, such as aminoxypeptides, depsipeptides and heterocyclic peptidomimeticsTagged peptides and peptidomimetics, particularly those with fluorescent labels,N, O, S, and C linked peptide conjugates

Technology Process of FMOC-Leu-Bt

There total 1 articles about FMOC-Leu-Bt 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:

1,2,3-Benzotriazole (95-14-7,27556-51-0) + N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-leucine, acid chloride (103321-59-1) → S-(9H-fluoren-9-yl)methyl 1-(1H-benzotriazol-1-yl)-4-methyl-1-oxopentan-2-ylcarbamate (1072840-99-3)

Guidance literature:

DOI:10.3184/030823407X272985

Reference yield: 93.0%

S-(9H-fluoren-9-yl)methyl 1-(1H-benzotriazol-1-yl)-4-methyl-1-oxopentan-2-ylcarbamate (1072840-99-3) + HO-azaPhe-Val-OtBu (1452153-84-2) → Fmoc-Leu-O-azaPhe-Val-OtBu (1452154-27-6)

Guidance literature:

With dmap; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; at 20 ℃;

DOI:10.1021/jo401234g

Reference yield: 35.0%

9H-fluoren-9-ylmethyl N-[(1S)-1-benzyl-2-benzotriazol-1-yl-2-oxoethyl]carbamate (860800-19-7) + S-(9H-fluoren-9-yl)methyl 1-(1H-benzotriazol-1-yl)-4-methyl-1-oxopentan-2-ylcarbamate (1072840-99-3) + (S)-(9H-fluoren-9-yl)methyl-6-(1H-benzo[d][1,2,3]triazol-1-yl)-6-oxo-5-(2-oxo-2H-chromene-3-carboxamido)hexylcarbamate (1101836-36-5) → H-L-Phe-L-Leu-L-Lys(Nα-Cc)-NH2

Guidance literature:

(S)-(9H-fluoren-9-yl)methyl-6-(1H-benzo[d][1,2,3]triazol-1-yl)-6-oxo-5-(2-oxo-2H-chromene-3-carboxamido)hexylcarbamate; In N,N-dimethyl-formamide; for 0.166667h; Microwave irradiation; Automated synthesizer; solid phase reaction;

With piperidine; In N,N-dimethyl-formamide; at 20 ℃; Automated synthesizer; solid phase reaction;

9H-fluoren-9-ylmethyl N-[(1S)-1-benzyl-2-benzotriazol-1-yl-2-oxoethyl]carbamate; S-(9H-fluoren-9-yl)methyl 1-(1H-benzotriazol-1-yl)-4-methyl-1-oxopentan-2-ylcarbamate; Further stages;

DOI:10.1039/b811693h

upstream raw materials:

1,2,3-Benzotriazole

N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-leucine, acid chloride

Downstream raw materials:

(S)-(9H-fluoren-9-yl)methyl (1-hydroxy-4-methylpentan-2-yl)carbamate

Fmoc-Leu-O-azaPhe-Val-O^tBu

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