N--L-glutamine ethyl ester

Base Information

Chemical Name:N--L-glutamine ethyl ester
CAS No.:110694-61-6
Molecular Formula:C₁₂H₂₂N₂O₅
Molecular Weight:274.317
Hs Code.:

N-<t-butyloxycarbonyl>-L-glutamine ethyl ester

Synonyms:N--L-glutamine ethyl ester

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Chemical Property of N--L-glutamine ethyl ester

Chemical Property:

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Technology Process of N--L-glutamine ethyl ester

There total 2 articles about N--L-glutamine ethyl ester 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: 73.0%

: Boc-D-glutamine 4-nitrophenyl ester

: 64-17-5
ethanol

: 100-02-7,78813-13-5,89830-32-0
4-nitro-phenol

: C₁₂H₂₂N₂O₅

: 110694-61-6
N--L-glutamine ethyl ester

Guidance literature:: With N,N'-(1R,2R)-cyclohexane-1,2-diyl-bis-[1-(pyridine-2-yl)methanimine]; sodium ethanolate; ytterbium(III) triflate; In acetonitrile; at 25 ℃; Reagent/catalyst; Temperature; optical yield given as %ee; Kinetics;
DOI:10.1039/b805236k

Reference yield:

: 64-17-5
ethanol

: 15387-45-8
Boc-Gln-ONp

: 100-02-7,78813-13-5,89830-32-0
4-nitro-phenol

: C₁₂H₂₂N₂O₅

: 110694-61-6
N--L-glutamine ethyl ester

Guidance literature:: With N,N'-(1R,2R)-cyclohexane-1,2-diyl-bis-[1-(pyridine-2-yl)methanimine]; sodium ethanolate; ytterbium(III) triflate; In acetonitrile; at 25 ℃; Reagent/catalyst; Temperature; Kinetics;
DOI:10.1039/b805236k

Reference yield:

: 110694-61-6
N--L-glutamine ethyl ester

: (S)-4-(2,2-Bis-phosphono-ethylcarbamoyl)-2-{4-[(6,8-diamino-pyrimido[5,4-d]pyrimidin-2-ylmethyl)-methyl-amino]-benzoylamino}-butyric acid

Guidance literature:: Multi-step reaction with 5 steps

1: 90 percent / potassium tertiobutylate / 2-methyl-propan-2-ol / 1 h / 50 °C

2: 68 percent / triethylamine / tetrahydrofuran / 1 h / Ambient temperature

3: KH₂PO₄, Zn / H₂O / 24 h / Ambient temperature

4: 70 percent / N,N-dimethyl-acetamide / 4 h / 50 °C

5: 1.) trimethylsilyl bromide, 2.) CH₃OH / 1.) CH₂Cl₂, RT, 48 h, 2.) RT, 30 min

With methanol; potassium dihydrogenphosphate; trimethylsilyl bromide; potassium tert-butylate; triethylamine; zinc; In tetrahydrofuran; N,N-dimethyl acetamide; water; tert-butyl alcohol;
DOI:10.1016/0223-5234(92)90117-J