Fmoc-O-trityl-L-serine

Base Information

• Chemical Name: Fmoc-O-trityl-L-serine
• CAS No.: 111061-56-4
• Molecular Formula: C37H31NO5
• Molecular Weight: 569.657
• Hs Code.: 29242990
• Mol file: 111061-56-4.mol

Synonyms:Fmoc-Ser(Trt)-OH;

Chemical Property of Fmoc-O-trityl-L-serine

Chemical Property:

• Appearance/Colour: white to light yellow crystal powder
• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 200-210 °C (dec.)
• Refractive Index: 1.639
• Boiling Point: 750.399 °C at 760 mmHg
• PKA: 3.33±0.10(Predicted)
• Flash Point: 407.627 °C
• PSA: 84.86000
• Density: 1.257 g/cm³
• LogP: 7.37790
• Storage Temp.: 2-8°C

Purity/Quality:

≥98%, ^*data from raw suppliers

Fmoc-Ser(Trt)-OH ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Fmoc-O-trityl-L-serine

There total 1 articles about Fmoc-O-trityl-L-serine 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: 77.0%

(fluorenylmethoxy)carbonyl chloride (28920-43-6) + O-trityl-serine (25840-83-9) → Fmoc-Ser(Trt)-OH (111061-56-4,212688-51-2)

Guidance literature:

With sodium carbonate; In 1,4-dioxane; 1.) 1h, 0 deg C, 2.) 12h, room temperature;

Reference yield: 98.0%

tert-Butyl 2,2,2-trichloroacetimidate (98946-18-0) + Fmoc-Ser(Trt)-OH (111061-56-4,212688-51-2) → 2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-trityloxy-propionic acid tert-butyl ester (600172-98-3)

Guidance literature:

In tetrahydrofuran; dichloromethane;

DOI:10.1021/ja0772546

Reference yield: 93.0%

E-hept-2-enoic acid (10352-88-2) + Fmoc-3,5-difluoro-L-phenylalanine (205526-24-5,205526-25-6) + N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-alanine (35661-39-3,136132-75-7) + C40H33ClNO4Pol + Fmoc-Pro-OH (71989-31-6) + Fmoc-Ser(Trt)-OH (111061-56-4,212688-51-2) → C38H52F2N6O9

Guidance literature:

C₄₀H₃₃ClNO₄Pol; With piperidine; In N,N-dimethyl-formamide; for 0.25h; 2-chlorotrityl resin

N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-alanine; With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In 1-methyl-pyrrolidin-2-one;

E-hept-2-enoic acid; Fmoc-3,5-difluoro-L-phenylalanine; Fmoc-Pro-OH; Fmoc-Ser(Trt)-OH; Further stages;

DOI:10.1021/acs.orglett.5b00781

upstream raw materials:

(fluorenylmethoxy)carbonyl chloride

O-trityl-serine

Downstream raw materials:

2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-trityloxy-propionic acid tert-butyl ester

Fmoc-L-Asp(O-t-Bu)-L-Phe-OH

Refernces