FMOC-O-BUTYL-L-TYROSINE N-HYDROXYSUCCINIMIDE ESTER

Base Information

• Chemical Name: FMOC-O-BUTYL-L-TYROSINE N-HYDROXYSUCCINIMIDE ESTER
• CAS No.: 155892-27-6
• Molecular Formula: C32H32 N2 O7
• Molecular Weight: 556.61
• Mol file: 155892-27-6.mol

Synonyms:Carbamicacid, [1-[[4-(1,1-dimethylethoxy)phenyl]methyl]-2-[(2,5-dioxo-1-pyrrolidinyl)oxy]-2-oxoethyl]-,9H-fluoren-9-ylmethyl ester, (S)-

Chemical Property of FMOC-O-BUTYL-L-TYROSINE N-HYDROXYSUCCINIMIDE ESTER

Chemical Property:

• PKA: 9.99±0.46(Predicted)
• PSA: 111.24000
• Density: 1.33±0.1 g/cm3(Predicted)
• LogP: 5.25130

Purity/Quality:

98%,99%, ^*data from raw suppliers

Fmoc-O-tert-butyl-L-tyrosine N-hydroxysuccinimide ester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of FMOC-O-BUTYL-L-TYROSINE N-HYDROXYSUCCINIMIDE ESTER

There total 2 articles about FMOC-O-BUTYL-L-TYROSINE N-HYDROXYSUCCINIMIDE 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:

1-hydroxy-pyrrolidine-2,5-dione (6066-82-6) + Fmoc-Tyr(tBu)-OH (71989-38-3,118488-18-9,204384-67-8) → Fmoc-Tyr(tBu)-OSu (155892-27-6)

Guidance literature:

With dicyclohexyl-carbodiimide; In 1,4-dioxane; at 20 ℃; for 12h; Cooling with ice; Large scale;

DOI:10.1021/acs.oprd.5b00004

Reference yield:

Z-Lys(Boc)-OH (2389-60-8) + Fmoc-Tyr(tBu)-OH (71989-38-3,118488-18-9,204384-67-8) → Fmoc-Tyr(tBu)-OSu (155892-27-6)

Guidance literature:

With diisopropyl-carbodiimide; In tetrahydrofuran; for 2h;

DOI:10.1021/jm950111m

Reference yield: 93.7%

glycine (56-40-6,18875-39-3,25718-94-9) + Fmoc-Tyr(tBu)-OSu (155892-27-6) → O-(tert-butyl)-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-tyrosylglycine

Guidance literature:

With sodium hydrogencarbonate; In 1,4-dioxane; water; at 25 ℃; Large scale;

DOI:10.1021/acs.oprd.5b00004

upstream raw materials:

Z-Lys(Boc)-OH

Fmoc-Tyr(tBu)-OH

1-hydroxy-pyrrolidine-2,5-dione

Downstream raw materials:

(S)-2-{(S)-6-tert-Butoxycarbonylamino-2-[(R)-2-[(S)-3-(4-tert-butoxy-phenyl)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-propionylamino]-3-(1H-indol-3-yl)-propionylamino]-hexanoylamino}-3-methyl-butyric acid methyl ester

(S)-2-{(S)-2-[(R)-2-[(S)-2-Amino-3-(4-tert-butoxy-phenyl)-propionylamino]-3-(1H-indol-3-yl)-propionylamino]-6-tert-butoxycarbonylamino-hexanoylamino}-3-methyl-butyric acid methyl ester

(S)-2-{(S)-6-tert-Butoxycarbonylamino-2-[(R)-2-[(S)-3-(4-tert-butoxy-phenyl)-2-((S)-2-methylamino-3-phenyl-propionylamino)-propionylamino]-3-(1H-indol-3-yl)-propionylamino]-hexanoylamino}-3-methyl-butyric acid methyl ester

C₆₆H₈₁N₇O₁₁

Refernces

• 1、 Zhang, Teng,Chen, Zhenxing,Tian, Yan,Han, Bin,Zhang, Ning,Song, Wei,Liu, Zhulan,Zhao, Jinli,Liu, Jianli. "Kilogram-Scale Synthesis of Osteogenic Growth Peptide (10-14) Using a Fragment Coupling Approach". supporting information. p. 1257 - 1262. Retrieved 2015/09/28.