H-D-Glu(Otbu)-OMe.HCL

Base Information

• Chemical Name: H-D-Glu(Otbu)-OMe.HCL
• CAS No.: 16948-36-0
• Molecular Formula: C₁₀H₁₉NO₄*ClH
• Molecular Weight: 253.726
• Hs Code.: 2922499990
• Mol file: 16948-36-0.mol

Synonyms:h-d-Glu(OtBu)-OMe.HCl; (R)-5-tert-Butyl 1-methyl 2-aminopentanedioate hydrochloride;

Chemical Property of H-D-Glu(Otbu)-OMe.HCL

Chemical Property:

• PSA: 78.62000
• LogP: 2.11090
• Storage Temp.: Inert atmosphere,Room Temperature

Purity/Quality:

99% ^*data from raw suppliers

(R)-5-tert-Butyl 1-methyl 2-aminopentanedioate hydrochloride 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of H-D-Glu(Otbu)-OMe.HCL

There total 2 articles about H-D-Glu(Otbu)-OMe.HCL 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:

5-(tert-butyl) 1-methyl (tert-butoxycarbonyl)-L-glutamate (18635-51-3) → L-glutamic acid 5-tert-butyl 1-methyl ester hydrochloride (6234-01-1,16948-36-0)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; at 0 ℃; for 0.5h;

DOI:10.1002/anie.202105790

Reference yield:

Boc-Glu(OtBu)-OH (13726-84-6) → L-glutamic acid 5-tert-butyl 1-methyl ester hydrochloride (6234-01-1,16948-36-0)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium carbonate / N,N-dimethyl-formamide / 0.5 h / 0 °C

2: hydrogenchloride / 1,4-dioxane / 0.5 h / 0 °C

With hydrogenchloride; potassium carbonate; In 1,4-dioxane; N,N-dimethyl-formamide;

DOI:10.1002/anie.202105790

Reference yield: 100.0%

L-glutamic acid 5-tert-butyl 1-methyl ester hydrochloride (6234-01-1,16948-36-0) + acetic anhydride (108-24-7) → 1-methyl N-acetyl-L-glutamic acid (150857-81-1,17015-15-5)

Guidance literature:

L-glutamic acid 5-tert-butyl 1-methyl ester hydrochloride; With triethylamine; In dichloromethane; at 0 ℃; for 0.0833333h; Inert atmosphere;

acetic anhydride; In dichloromethane; at 20 ℃; for 17h; Inert atmosphere;

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 1h; Inert atmosphere;

DOI:10.1021/acs.orglett.1c03344

upstream raw materials:

5-(tert-butyl) 1-methyl (tert-butoxycarbonyl)-L-glutamate

Boc-Glu(OtBu)-OH

Downstream raw materials:

Z-Lys(Boc)-Glu(OtBu)-OMe

tert-butyl methyl (S,S)-2-(4-((tert-butyl)oxycarbonyl)-2-((phenylmethoxy)carbonylamino) butanoylamino)pentane-1,5-dioate

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

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

Refernces