FMOC-D-ASP(OALL)-OH

Base Information

• Chemical Name: FMOC-D-ASP(OALL)-OH
• CAS No.: 177609-12-0
• Molecular Formula: C22H21NO6
• Molecular Weight: 395.412
• Mol file: 177609-12-0.mol

Synonyms:FMOC-D-ASPARTIC ACID-ALLYL ESTER;

Chemical Property of FMOC-D-ASP(OALL)-OH

Chemical Property:

• Boiling Point: 638.5±55.0 °C(Predicted)
• PKA: 3.59±0.23(Predicted)
• PSA: 101.93000
• Density: 1.286±0.06 g/cm3(Predicted)
• LogP: 3.48850
• Storage Temp.: 2-8°C

Purity/Quality:

97% ^*data from raw suppliers

Fmoc-D-aspartic acid beta-allyl ester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of FMOC-D-ASP(OALL)-OH

There total 1 articles about FMOC-D-ASP(OALL)-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: 94.0%

(fluorenylmethoxy)carbonyl chloride (28920-43-6) + β-allyl (2R)-aspartate ester hydrochloride → N-alpha-(9-fluorenylmethyloxycarbonyl)-D-aspartic acid beta-allyl ester (177609-12-0)

Guidance literature:

With potassium carbonate; In 1,4-dioxane; at 20 ℃; for 4h;

DOI:10.1039/b100401h

Reference yield: 29.0%

3,3-diphenylpropanal (4279-81-6) + 2-(2,4-dichloro-phenyl)-ethylamine (52516-13-9) + bromoacetic acid (79-08-3) + N-alpha-(9-fluorenylmethyloxycarbonyl)-D-aspartic acid beta-allyl ester (177609-12-0) → C39H38Cl4N4O4 (1415247-28-7)

Guidance literature:

bromoacetic acid; With piperidine; diisopropyl-carbodiimide; In N,N-dimethyl-formamide; at 35 - 60 ℃; for 0.05h; polystyrene rink amide AM RAM resin Microwave irradiation;

2-(2,4-dichloro-phenyl)-ethylamine; With triethylamine; In N,N-dimethyl-formamide; at 90 ℃; for 0.0333333h; Microwave irradiation;

3,3-diphenylpropanal; 2-(2,4-dichloro-phenyl)-ethylamine; bromoacetic acid; N-alpha-(9-fluorenylmethyloxycarbonyl)-D-aspartic acid beta-allyl ester; Further stages;

DOI:10.1016/j.bmcl.2012.09.078

Reference yield:

Fmoc-Leu-OH (35661-60-0) + C39H37N2O9Pol + N-(9-fluorenylmethoxycarbonyl)-D-leucine (35661-60-0,126727-03-5,114360-54-2) + (2R,3R)-2-N-(9-fluorenylmethyloxycarbonyl)-D-allothreonine (130674-54-3) + Nα-(9-fluorenylmethoxycarbonyl)-D-serine-tert-butyl ether (71989-33-8,128107-47-1) + N-(9-fluorenylmethoxycarbonyl)-D-valine (84624-17-9) + N-alpha-(9-fluorenylmethyloxycarbonyl)-D-aspartic acid beta-allyl ester (177609-12-0) + (R)-3-[(tert-butyldimethylsilyl)oxy]decanoic acid + N-fluorenylmethoxycarbonyl-N’-trityl-D-glutamine (200623-62-7) → C55H97N11O15

Guidance literature:

C₃₉H₃₇N₂O₉Pol; With piperidine; In 1-methyl-pyrrolidin-2-one; for 0.2h; TentraGel S RAM resin

N-alpha-(9-fluorenylmethyloxycarbonyl)-D-aspartic acid beta-allyl ester; With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In 1-methyl-pyrrolidin-2-one; at 20 ℃; for 0.666667h; TentraGel S RAM resin Automated synthesizer;

Fmoc-Leu-OH; N-(9-fluorenylmethoxycarbonyl)-D-leucine; (2R,3R)-2-N-(9-fluorenylmethyloxycarbonyl)-D-allothreonine; Nα-(9-fluorenylmethoxycarbonyl)-D-serine-tert-butyl ether; N-(9-fluorenylmethoxycarbonyl)-D-valine; (R)-3-[(tert-butyldimethylsilyl)oxy]decanoic acid; N-fluorenylmethoxycarbonyl-N’-trityl-D-glutamine; Further stages;

DOI:10.1002/chem.201402066

upstream raw materials:

(fluorenylmethoxy)carbonyl chloride

Downstream raw materials:

α-methyl (2R)-N-(fluoren-9-ylmethoxycarbonyl)aspartate

N-benzyl-3-(9H-fluoren-9-ylmethoxycarbonylamino)-N-methyl-succinamic acid allyl ester

β-allyl (2R)-N-(fluoren-9-ylmethoxycarbonyl)aspartic α-benzylamide

(2R)-N-(fluoren-9-ylmethoxycarbonyl)aspartic α-4-benzylpiperidinylamide