FMoc-D-serine Methyl ester

Base Information

• Chemical Name: FMoc-D-serine Methyl ester
• CAS No.: 874817-14-8
• Molecular Formula: C19H19NO5
• Molecular Weight: 341.364
• Mol file: 874817-14-8.mol

Synonyms:Fmoc-D-serine methyl ester;

Chemical Property of FMoc-D-serine Methyl ester

Chemical Property:

• Melting Point: 129-130 °C(Solv: ethyl acetate (141-78-6); hexane (110-54-3))
• Boiling Point: 579.4±45.0 °C(Predicted)
• PKA: 10.07±0.46(Predicted)
• PSA: 84.86000
• Density: 1.285±0.06 g/cm3(Predicted)
• LogP: 2.44990

Purity/Quality:

98.5% ^*data from raw suppliers

Fmoc-D-Ser-Ome 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of FMoc-D-serine Methyl ester

There total 7 articles about FMoc-D-serine Methyl 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: 99.0%

N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide (82911-69-1) + R-(-)-serine methyl ester hydrochloride (5874-57-7) → 2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-hydroxypropionic acid methyl ester (874817-14-8)

Guidance literature:

With sodium hydrogencarbonate; In 1,4-dioxane; water; cooling;

DOI:10.1021/ol052623t

Reference yield: 71.0%

methyl N-(((9H-fluoren-9-yl)methoxy)carbonyl)-O-((2,2,2-trichloroethoxy)carbonyl)-D-serinate → 2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-hydroxypropionic acid methyl ester (874817-14-8)

Guidance literature:

With trimethyltin(IV) hydroxide; In 1,2-dichloro-ethane; at 60 ℃; for 22h; chemoselective reaction; Inert atmosphere;

DOI:10.1021/acs.orglett.8b03642

Reference yield:

methanol (67-56-1) + (R)-N-(fluoren-9-ylmethoxycarbonyl)serine (73724-45-5,136083-72-2,116861-26-8) → 2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-hydroxypropionic acid methyl ester (874817-14-8)

Guidance literature:

With thionyl chloride; at 20 ℃;

DOI:10.1246/bcsj.73.417

upstream raw materials:

methanol

(R)-N-(fluoren-9-ylmethoxycarbonyl)serine

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

R-(-)-serine methyl ester hydrochloride

Refernces

• 1、 Islam, Md. Fokhrul,Adhikari, Suraj,Paik, Man-Jeong,Lee, Wonjae. "Determination of Chemical and Enantiomeric Purity of α-Amino Acids and their Methyl Esters as N-Fluorenylmethoxycarbonyl Derivatives Using Amylose-derived Chiral Stationary Phases". . p. 332 - 338. Retrieved 2019/04/13.
• 2、 Trost, Barry M.,Kalnmals, Christopher A.,Tracy, Jacob S.,Bai, Wen-Ju. "Highly Chemoselective Deprotection of the 2,2,2-Trichloroethoxycarbonyl (Troc) Protecting Group". supporting information. p. 8043 - 8046. Retrieved 2019/01/04.