2-[(E)-Hydroxyimino]-3-oxo-hexanedioic acid 1-benzyl ester 6-methyl ester

Base Information

Chemical Name:2-[(E)-Hydroxyimino]-3-oxo-hexanedioic acid 1-benzyl ester 6-methyl ester
CAS No.:74839-04-6
Molecular Formula:C₁₄H₁₅NO₆
Molecular Weight:293.276
Hs Code.:

Synonyms:

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Chemical Property of 2-[(E)-Hydroxyimino]-3-oxo-hexanedioic acid 1-benzyl ester 6-methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:: SDS file from LookChem

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Technology Process of 2-[(E)-Hydroxyimino]-3-oxo-hexanedioic acid 1-benzyl ester 6-methyl ester

There total 2 articles about 2-[(E)-Hydroxyimino]-3-oxo-hexanedioic acid 1-benzyl ester 6-methyl 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:

: 2,3-Dioxo-hexanedioic acid 1-benzyl ester 6-methyl ester

: 74839-04-6
2-[(E)-Hydroxyimino]-3-oxo-hexanedioic acid 1-benzyl ester 6-methyl ester

Guidance literature:: With acetic acid; sodium nitrite; In water; Ambient temperature;
DOI:10.1039/a708134k

Reference yield:

: 53314-75-3
Benzyl-δ-(methoxycarbonyl)-γ-oxovalerate

: 74839-04-6
2-[(E)-Hydroxyimino]-3-oxo-hexanedioic acid 1-benzyl ester 6-methyl ester

Guidance literature:: With acetic acid; sodium nitrite; Ambient temperature;
DOI:10.1039/p19960002079

Reference yield:

: 74839-04-6
2-[(E)-Hydroxyimino]-3-oxo-hexanedioic acid 1-benzyl ester 6-methyl ester

: (S)-4-<5-Benzyloxycarbonyl-3-(2-methoxycarbonylethyl)-4-(methoxycarbonylmethyl)pyrrol-2-ylmethyl>-2,8-bis(2-methoxycarbonylethyl)-3,7-bis(methoxycarbonylmethyl)-4,5-dihydrodipyrrin-1(10H)-one

Guidance literature:: Multi-step reaction with 20 steps

1: aq. AcOH, Zn, NH₄OAc / 0.5 h / 50 - 70 °C

2: TFA / 1,2-dichloro-ethane / 1.25 h / Heating

3: aq. NaHCO₃, KI₃ / 1,2-dichloro-ethane / 0.5 h / Heating

4: 1.) 57percent aq. HI, Ac₂O, 50percent aq. H₃PO₂ / 1.) 0 deg C, 5 min, 2.) 0 deg C, 20 min

5: (COCl)2, DMF / CH₂Cl₂ / 0.5 h / Ambient temperature

6: DMAP / CH₂Cl₂ / 0.33 h / Ambient temperature

7: SO₂Cl₂ / CH₂Cl₂ / 1 h / 0 °C

8: NaOAc / 1.5 h / 60 °C

9: 98 percent / H₂ / 10percent Pd/C / tetrahydrofuran / 1.5 h / Ambient temperature

10: 96 percent / DCC / CH₂Cl₂ / 1.5 h

11: 84 percent / p-TsOH / CH₂Cl₂ / 2 h / Ambient temperature

12: 63 percent / SnCl₄ / CH₂Cl₂ / 0.67 h / -10 - 5 °C

13: aq. NaHCO₃, KI₃ / CH₂Cl₂ / 0.58 h

14: 1.) SnCl₄, 2.) aq. p-TsOH, AgOAc / 1.) CH₂Cl₂, 0 deg C, 30 min, 2.) THF, 17 h

15: 71 percent / TBAF*3H₂O / tetrahydrofuran / 1 h / Ambient temperature

16: 1-chloro-1-dimethylamino-2-methylprop-1-ene / CH₂Cl₂ / 0.33 h / Ambient temperature

17: CH₂Cl₂ / 3 h / Ambient temperature

18: 97 percent / NaOMe / tetrahydrofuran / 0.42 h / Ambient temperature

19: Zn, AcOH

20: TFA

With dmap; sulfuryl dichloride; oxalyl dichloride; potassium triiodide; 1-chloro-1-(dimethylamino)-2-methyl-1-propene; ammonium acetate; tetrabutyl ammonium fluoride; hydrogen iodide; hydrogen; sodium methylate; silver(I) acetate; sodium acetate; hypophosphorous acid; acetic anhydride; tin(IV) chloride; sodium hydrogencarbonate; toluene-4-sulfonic acid; acetic acid; N,N-dimethyl-formamide; dicyclohexyl-carbodiimide; trifluoroacetic acid; zinc; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; 1,2-dichloro-ethane;
DOI:10.1039/p19960002079