Boc-D-Glu-OtBu

Base Information

• Chemical Name: Boc-D-Glu-OtBu
• CAS No.: 73872-71-6
• Molecular Formula: C14H25NO6
• Molecular Weight: 303.356
• Hs Code.: 2924199090
• European Community (EC) Number: 870-683-5
• DSSTox Substance ID: DTXSID80427014
• Wikidata: Q72449433
• Mol file: 73872-71-6.mol

Synonyms:Boc-D-Glu-OtBu;73872-71-6;(R)-5-(tert-Butoxy)-4-((tert-butoxycarbonyl)amino)-5-oxopentanoic acid;(4R)-5-[(2-methylpropan-2-yl)oxy]-4-[(2-methylpropan-2-yl)oxycarbonylamino]-5-oxopentanoic acid;N-Boc-D-glutamic acid 1-(tert-butyl) ester;MFCD00076926;Boc-D-Glu-O-t-Bu;SCHEMBL3773280;DTXSID80427014;YMOYURYWGUWMFM-SECBINFHSA-N;AM9602;AKOS016842951;D-Glutamicacid,N-[(1,1-dimethylethoxy)carbonyl]-,1-(1,1-dimethylethyl)ester;FD21405;boc-d-glutamic acid 1-tert-butyl ester;AS-18049;N-Boc-D-glutamic acid 1-tert-butyl ester;Boc-D-glutamic acid alpha -tert-butyl ester;CS-0131705;EN300-1071049;A847862;Q-101544;(R)-5-tert-butoxy-4-(tert-butoxycarbonylamino)-5-oxopentanoic acid;(4R)-5-(tert-butoxy)-4-{[(tert-butoxy)carbonyl]amino}-5-oxopentanoic acid;N-[(1,1-Dimethylethoxy)carbonyl]-D-glutamic acid 1-(tert-butyl) ester;N-Boc-D-glutamic Acid 1-(tert-Butyl) Ester

Chemical Property of Boc-D-Glu-OtBu

Chemical Property:

• Boiling Point: 449.751 °C at 760 mmHg
• PKA: 4.48±0.10(Predicted)
• Flash Point: 225.801 °C
• PSA: 101.93000
• Density: 1.121 g/cm³
• LogP: 2.47710
• Storage Temp.: 2-8°C
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 9
• Exact Mass: 303.16818752
• Heavy Atom Count: 21
• Complexity: 391

Purity/Quality:

min 98.0% ^*data from raw suppliers

Boc-d-glu-otbu ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)C(CCC(=O)O)NC(=O)OC(C)(C)C
• Isomeric SMILES: CC(C)(C)OC(=O)[C@@H](CCC(=O)O)NC(=O)OC(C)(C)C

Technology Process of Boc-D-Glu-OtBu

There total 2 articles about Boc-D-Glu-OtBu 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:

(R)-5-benzyl 1-tert-butyl 2-((tert-butoxycarbonyl)amino)pentanedioate → (S)-5-tert-butoxy 4-(tert-butoxycarbonylamino)-5-oxopentanoic acid (73872-71-6)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In ethanol; at 20 ℃; for 3h; under 2327.23 Torr;

DOI:10.1021/acs.biochem.5b01149

Reference yield:

N-(tert-butyloxycarbonyl)-γ-benzyl-D-glutamic acid (35793-73-8) → (S)-5-tert-butoxy 4-(tert-butoxycarbonylamino)-5-oxopentanoic acid (73872-71-6)

Guidance literature:

Multi-step reaction with 2 steps

1: dicyclohexyl-carbodiimide; dmap / dichloromethane / 1 h / 0 - 20 °C

2: palladium 10% on activated carbon; hydrogen / ethanol / 3 h / 20 °C / 2327.23 Torr

With dmap; palladium 10% on activated carbon; hydrogen; dicyclohexyl-carbodiimide; In ethanol; dichloromethane;

DOI:10.1021/acs.biochem.5b01149

Reference yield: 85.4%

4,4 -(1,2-diphenylethene-1,2-diyl)dianiline (99094-20-9) + (S)-5-tert-butoxy 4-(tert-butoxycarbonylamino)-5-oxopentanoic acid (73872-71-6) → C54H68N4O10

Guidance literature:

(R)-5-(tert-butoxy)-4-((tert-butoxycarbonyl)amino)-5-oxopentanoic acid; With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In dichloromethane; at 25 ℃; for 1h;

1,2-bis(4-aminobenzene)-1,2-diphenylethylene; In dichloromethane;

upstream raw materials:

N-(tert-butyloxycarbonyl)-γ-benzyl-D-glutamic acid

Downstream raw materials:

dimethyl subarate

α-tert-butyl ω-methyl N^αBoc-D-α-aminosuberate

(2R,7R)-2,7-Bis-tert-butoxycarbonylamino-octanedioic acid di-tert-butyl ester

Refernces