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

Base Information

Chemical Name:tert-butyl ester of α-N-phthaloyl-γ-O-benzyl oxime of D-glutamic acid semialdehyde
CAS No.:125050-05-7
Molecular Formula:C₂₄H₂₆N₂O₅
Molecular Weight:422.481
Hs Code.:

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

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

There total 8 articles about tert-butyl ester of 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: 96.0%

: 2-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-5-oxo-pentanoic acid tert-butyl ester

: 2687-43-6
O-benzylhydoxylamine hydrochloride

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

Guidance literature:: With sodium acetate; In methanol; water; Ambient temperature;
DOI:10.1021/jo00293a010

Reference yield:

: 540-88-5
acetic acid tert-butyl ester

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

Guidance literature:: Multi-step reaction with 8 steps

2: 1N NaOH / methanol / 1 h / Ambient temperature

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

4: 87 percent / NaBH₄ / tetrahydrofuran; H₂O / 3 h / Ambient temperature

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

6: 90 percent / 2) DMAP / tetrahydrofuran / Ambient temperature; 1) 15 h, 2) 15 h

7: 100 percent / PCC / methanol

8: 96 percent / NaOAc / H₂O; methanol / Ambient temperature

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

Reference yield:

: 125076-26-8
2-Benzyloxycarbonylamino-5-hydroxy-pentanoic acid tert-butyl ester

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

Guidance literature:: Multi-step reaction with 4 steps

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

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

3: 100 percent / PCC / methanol

4: 96 percent / NaOAc / H₂O; methanol / Ambient temperature

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