Boc-D-Phe-OSu

Base Information

• Chemical Name: Boc-D-Phe-OSu
• CAS No.: 3674-18-8
• Molecular Formula: C18H22N2O6
• Molecular Weight: 362.382
• Hs Code.: 2925190090
• European Community (EC) Number: 805-295-7
• DSSTox Substance ID: DTXSID60457430
• Nikkaji Number: J2.753.795B
• Wikidata: Q72503975
• Mol file: 3674-18-8.mol

Synonyms:Boc-D-Phe-OSu;3674-18-8;(R)-2,5-Ddioxopyrrolidin-1-yl 2-((tert-butoxycarbonyl)amino)-3-phenylpropanoate;Boc-D-phenylalanine N-hydroxysuccinimide ester;(2,5-dioxopyrrolidin-1-yl) (2R)-2-[(2-methylpropan-2-yl)oxycarbonylamino]-3-phenylpropanoate;SCHEMBL7060490;DTXSID60457430;MFCD00069688;(R)-2,5-dioxopyrrolidin-1-yl 2-(tert-butoxycarbonylamino)-3-phenylpropanoate;AKOS016003031;AM82168;CS-W011821;HY-W011105;AS-73628;A874292;5-(4-Amino-4-carboxybutanamido)-2-nitrobenzoicacid;N-(tert-Butoxycarbonyl)-D-phenylalanine succinimidyl ester;(R)-2,5-Ddioxopyrrolidin-1-yl2-((tert-butoxycarbonyl)amino)-3-phenylpropanoate;2,5-dioxopyrrolidin-1-yl (2R)-2-{[(tert-butoxy)carbonyl]amino}-3-phenylpropanoate;N-alpha-t-Butyloxycarbonyl-D-phenylalanine succinimidyl ester (Boc-D-Phe-OSu)

Chemical Property of Boc-D-Phe-OSu

Chemical Property:

• Melting Point: 149-153 °C
• Refractive Index: 1.561
• PKA: 10.76±0.46(Predicted)
• PSA: 102.01000
• Density: 1.281 g/cm³
• LogP: 2.05840
• Storage Temp.: −20°C
• XLogP3: 2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 8
• Exact Mass: 362.14778643
• Heavy Atom Count: 26
• Complexity: 547

Purity/Quality:

98% ^*data from raw suppliers

Boc-D-phenylglycine N-hydroxysuccinimide ester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NC(CC1=CC=CC=C1)C(=O)ON2C(=O)CCC2=O
• Isomeric SMILES: CC(C)(C)OC(=O)N[C@H](CC1=CC=CC=C1)C(=O)ON2C(=O)CCC2=O

Technology Process of Boc-D-Phe-OSu

There total 3 articles about Boc-D-Phe-OSu 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: 68.0%

N-(tert-butoxycarbonyl)-L-phenylalanine (4530-18-1,13734-34-4,18942-49-9) + Isopropenyl Succinimido Carbonate (96935-01-2) → (tert-butoxycarbonyl)-L-phenylalanine N-hydroxysuccinimide ester (3674-06-4,3674-18-8,74124-84-8)

Guidance literature:

With 4-methyl-morpholine; In acetonitrile;

DOI:10.1016/S0040-4039(00)98321-7

Reference yield:

1-hydroxy-pyrrolidine-2,5-dione (6066-82-6) + Boc-D-Phe-OH (18942-49-9) → Boc-D-pheO-succinyl (3674-18-8)

Guidance literature:

With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; for 12h;

DOI:10.1016/j.bbagen.2015.05.004

Reference yield:

→ Boc-D-pheO-succinyl (3674-18-8)

Guidance literature:

N-Hydroxysuccinimid, N-tert-Butyloxycarbonyl-D-phenylalanin, Dicyclohexylcarbodiimid;

upstream raw materials:

1-hydroxy-pyrrolidine-2,5-dione

Boc-D-Phe-OH

N-(tert-butoxycarbonyl)-L-phenylalanine

Isopropenyl Succinimido Carbonate

Downstream raw materials:

Boc-D-Phe-Lys(Z)-OMe

N-t-butyloxycarbonyl-D-phenylalanyl-L-methionine methyl ester

N-tert-butoxycarbonyl-D-phenylalanylglycine ethyl ester

N-Boc-D-Phe-β-Ala

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