Fmoc-THr(Bzl)-OH

Base Information

• Chemical Name: Fmoc-THr(Bzl)-OH
• CAS No.: 117872-75-0
• Molecular Formula: C26H25NO5
• Molecular Weight: 431.488
• Mol file: 117872-75-0.mol

Synonyms:Fmoc-THr(Bzl)-OH;

Chemical Property of Fmoc-THr(Bzl)-OH

Chemical Property:

• Vapor Pressure: 1.89E-17mmHg at 25°C
• Refractive Index: 1.612
• Boiling Point: 643.7 °C at 760 mmHg
• PKA: 3.39±0.10(Predicted)
• Flash Point: 343.1 °C
• PSA: 84.86000
• Density: 1.257 g/cm³
• LogP: 4.97450
• Storage Temp.: 2-8°C

Purity/Quality:

99% ^*data from raw suppliers

Fmoc-O-benzyl-L-threonine ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Fmoc-Thr(Bzl)-OH is a reagent used in the synthesis of thrombospondin-1 (TSR2) and associated peptide fragments.

Technology Process of Fmoc-THr(Bzl)-OH

There total 2 articles about Fmoc-THr(Bzl)-OH 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:

O-benzyl 2,2,2-trichloroacetimidate (81927-55-1) → (2S,3R)-Fmoc-O-benzyl-threonine (117872-75-0)

Guidance literature:

DOI:10.1039/a606295d

Reference yield:

O-benzyl-L-threonine (4378-10-3) + N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide (82911-69-1) → (2S,3R)-Fmoc-O-benzyl-threonine (117872-75-0)

Guidance literature:

DOI:10.1039/a606295d

Reference yield: 99.0%

Fmoc-alanine-Wang-resin + acetic anhydride (108-24-7) + (2S,3R)-Fmoc-O-benzyl-threonine (117872-75-0) → N-acetyl-L-OBn-threonyl-L-alanine

Guidance literature:

Fmoc-alanine-Wang-resin; With piperidine; In N,N-dimethyl-formamide; at 75 ℃; for 0.05h; Wang resin Microwave irradiation; Inert atmosphere;

(2S,3R)-Fmoc-O-benzyl-threonine; With benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 75 ℃; for 0.0833333h; Wang resin Microwave irradiation; Inert atmosphere;

acetic anhydride; Further stages;

DOI:10.1016/j.bmcl.2014.05.044

upstream raw materials:

O-benzyl-L-threonine

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

O-benzyl 2,2,2-trichloroacetimidate

Refernces