α-N-phthaloyl-γ-O-benzyl oxime of D-glutamic acid semialdehyde

Base Information

Chemical Name:α-N-phthaloyl-γ-O-benzyl oxime of D-glutamic acid semialdehyde
CAS No.:125050-07-9
Molecular Formula:C₂₀H₁₈N₂O₅
Molecular Weight:366.373
Hs Code.:

Synonyms:

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Chemical Property of α-N-phthaloyl-γ-O-benzyl oxime of D-glutamic acid semialdehyde

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Technology Process of α-N-phthaloyl-γ-O-benzyl oxime of D-glutamic acid semialdehyde

There total 8 articles about α-N-phthaloyl-γ-O-benzyl oxime of D-glutamic acid semialdehyde 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: 91.0%

: 125050-05-7,125050-06-8
tert-butyl ester of α-N-phthaloyl-γ-O-benzyl oxime of D-glutamic acid semialdehyde

: 125050-07-9,125050-08-0
α-N-phthaloyl-γ-O-benzyl oxime of D-glutamic acid semialdehyde

Guidance literature:: With trifluoroacetic acid; In dichloromethane; for 30h; Ambient temperature;
DOI:10.1021/jo00293a010

Reference yield:

: 125134-29-4
(R)-5-Oxo-pyrrolidine-1,2-dicarboxylic acid 1-benzyl ester 2-tert-butyl ester

: 125050-07-9,125050-08-0
α-N-phthaloyl-γ-O-benzyl oxime of D-glutamic acid semialdehyde

Guidance literature:: Multi-step reaction with 8 steps

1: 1N NaOH / methanol / 1 h / Ambient temperature

2: Et₃N / tetrahydrofuran / 0.75 h / -20 °C

3: 87 percent / NaBH₄ / tetrahydrofuran; H₂O / 3 h / Ambient temperature

4: H₂ / 10percent Pd/C / ethanol / 0.5 h / 760 Torr

5: 90 percent / 2) DMAP / tetrahydrofuran / Ambient temperature; 1) 15 h, 2) 15 h

6: 100 percent / PCC / methanol

7: 96 percent / NaOAc / H₂O; methanol / Ambient temperature

8: 91 percent / TFA / CH₂Cl₂ / 30 h / Ambient temperature

With dmap; sodium hydroxide; sodium tetrahydroborate; hydrogen; sodium acetate; triethylamine; pyridinium chlorochromate; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; water;
DOI:10.1021/jo00293a010

Reference yield:

: 5891-45-2,20918-72-3
N-benzoyloxycarbonyl D-glutamic acid α-t-benzyl ester

: 125050-07-9,125050-08-0
α-N-phthaloyl-γ-O-benzyl oxime of D-glutamic acid semialdehyde

Guidance literature:: Multi-step reaction with 7 steps

1: Et₃N / tetrahydrofuran / 0.75 h / -20 °C

2: 87 percent / NaBH₄ / tetrahydrofuran; H₂O / 3 h / Ambient temperature

3: H₂ / 10percent Pd/C / ethanol / 0.5 h / 760 Torr

4: 90 percent / 2) DMAP / tetrahydrofuran / Ambient temperature; 1) 15 h, 2) 15 h

5: 100 percent / PCC / methanol

6: 96 percent / NaOAc / H₂O; methanol / Ambient temperature

7: 91 percent / TFA / CH₂Cl₂ / 30 h / Ambient temperature

With dmap; sodium tetrahydroborate; hydrogen; sodium acetate; triethylamine; pyridinium chlorochromate; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; water;
DOI:10.1021/jo00293a010