5-[(2-Methylpropan-2-yl)oxy]-5-oxo-2-(phenylmethoxycarbonylamino)pentanoic acid

Base Information

• Chemical Name: 5-[(2-Methylpropan-2-yl)oxy]-5-oxo-2-(phenylmethoxycarbonylamino)pentanoic acid
• CAS No.: 51644-83-8
• Molecular Formula: C17H23NO6
• Molecular Weight: 337.373
• Hs Code.: 2924299090
• DSSTox Substance ID: DTXSID80303147
• Mol file: 51644-83-8.mol

Synonyms:3588-59-8;5-[(2-methylpropan-2-yl)oxy]-5-oxo-2-(phenylmethoxycarbonylamino)pentanoic acid;2-(((Benzyloxy)carbonyl)amino)-5-(tert-butoxy)-5-oxopentanoic acid;5-tert-Butyl N-Cbz-L-glutamate;MFCD00038274;MFCD00077018;Cbz-D-Glu(OtBu)-OH;Z-DL-Glu(OtBu)-OH;SCHEMBL5971174;DTXSID80303147;Z-L-glutamic acid IU-tert-butyl ester;SY068886;SY075420;FT-0635049;FT-0696180;5-t-butoxy-2-(benzyloxycarbonylamino)-5-oxo-pentanoic acid;DL-2-(((Benzyloxy)carbonyl)amino)-5-(tert-butoxy)-5-oxopentanoic acid;(2R)-5-[(2-methylpropan-2-yl)oxy]-5-oxo-2-(phenylmethoxycarbonylamino)pentanoic acid;2-{[(benzyloxy)carbonyl]amino}-5-tert-butoxy-5-oxopentanoic acid (non-preferred name)

Chemical Property of 5-[(2-Methylpropan-2-yl)oxy]-5-oxo-2-(phenylmethoxycarbonylamino)pentanoic acid

Chemical Property:

• Vapor Pressure: 9.49E-12mmHg at 25°C
• Refractive Index: 1.523
• Boiling Point: 522.6 °C at 760 mmHg
• PKA: 3.80±0.10(Predicted)
• Flash Point: 269.9 °C
• PSA: 101.93000
• Density: 1.197 g/cm³
• LogP: 2.87880
• Storage Temp.: 2-8°C
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 10
• Exact Mass: 337.15253745
• Heavy Atom Count: 24
• Complexity: 437

Purity/Quality:

99% ^*data from raw suppliers

Z-D-Glu(OtBu)-OH ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)CCC(C(=O)O)NC(=O)OCC1=CC=CC=C1

Technology Process of 5-[(2-Methylpropan-2-yl)oxy]-5-oxo-2-(phenylmethoxycarbonylamino)pentanoic acid

There total 1 articles about 5-[(2-Methylpropan-2-yl)oxy]-5-oxo-2-(phenylmethoxycarbonylamino)pentanoic acid 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: 71.0%

benzyl chloroformate (501-53-1,94274-21-2) + (R)-2-amino-5-(tert-butoxy)-5-oxopentanoic acid (45125-00-6) → N-(benzyloxy)carbonyl-D-glutamic acid 5-tert-butyl ester (51644-83-8)

Guidance literature:

In tetrahydrofuran; water; at 0 ℃; for 2.5h;

Reference yield: 100.0%

3-(TRIFLUOROMETHYL)BENZYLAMINE (2740-83-2) + N-(benzyloxy)carbonyl-D-glutamic acid 5-tert-butyl ester (51644-83-8) → N-[(benzyloxy)carbonyl]-D-glutamic acid γ-tert-butyl ester α-[3-(trifluoromethyl)benzyl]amide (512783-86-7)

Guidance literature:

With 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 20 ℃;

DOI:10.1016/j.bmc.2006.12.031

Reference yield: 98.0%

N-(benzyloxy)carbonyl-D-glutamic acid 5-tert-butyl ester (51644-83-8) → N-benzyloxycarbonyl-D-glutamic acid (63648-73-7)

Guidance literature:

With phosphoric acid; In toluene; at 20 ℃; for 6h;

DOI:10.1021/jo061377b

upstream raw materials:

benzyl chloroformate

(R)-2-amino-5-(tert-butoxy)-5-oxopentanoic acid

Downstream raw materials:

tert-butyl (4R)-4-(benzyloxycarbonylamino)-4-carbamoylbutyrate

(R)-2-(((benzyloxy)carbonyl)(methyl)amino)-5-(tert-butoxy)-5-oxopentanoic acid

(S)-2-((R)-2-Benzyloxycarbonylamino-4-tert-butoxycarbonyl-butyrylamino)-pentanedioic acid 5-tert-butyl ester 1-methyl ester

N-benzyloxycarbonyl-D-glutamic acid

Refernces

• 1、 -. "Macrocyclic inhibitors of the PD-1/PD-L1 and CD80(B7-1)/PD-L1 protein/protein interactions". Page/Page column 701; 702. . Retrieved 2016/05/09.