(3R)-1-benzyloxycarbonyl-2-<(2R)-2-benzyloxyaminocarbonylmethyl-1-oxoheptyl>hexahydropyridazine-3-carboxylic acid

Base Information

Chemical Name:(3R)-1-benzyloxycarbonyl-2-<(2R)-2-benzyloxyaminocarbonylmethyl-1-oxoheptyl>hexahydropyridazine-3-carboxylic acid
CAS No.:153642-61-6
Molecular Formula:C₂₉H₃₇N₃O₇
Molecular Weight:539.629
Hs Code.:

Synonyms:(3R)-1-benzyloxycarbonyl-2-<(2R)-2-benzyloxyaminocarbonylmethyl-1-oxoheptyl>hexahydropyridazine-3-carboxylic acid

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Chemical Property of (3R)-1-benzyloxycarbonyl-2-<(2R)-2-benzyloxyaminocarbonylmethyl-1-oxoheptyl>hexahydropyridazine-3-carboxylic acid

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Technology Process of (3R)-1-benzyloxycarbonyl-2-<(2R)-2-benzyloxyaminocarbonylmethyl-1-oxoheptyl>hexahydropyridazine-3-carboxylic acid

There total 12 articles about (3R)-1-benzyloxycarbonyl-2-<(2R)-2-benzyloxyaminocarbonylmethyl-1-oxoheptyl>hexahydropyridazine-3-carboxylic acid 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: 78.0%

: 153642-60-5
tert-butyl (3R)-1-benzyloxycarbonyl-2-<(2R)-2-benzyloxyaminocarbonylmethyl-1-oxoheptyl>hexahydropyridazine-3-carboxylate

: 153642-61-6
(3R)-1-benzyloxycarbonyl-2-<(2R)-2-benzyloxyaminocarbonylmethyl-1-oxoheptyl>hexahydropyridazine-3-carboxylic acid

Guidance literature:: With trifluoroacetic acid; In dichloromethane; for 2h; Ambient temperature;
DOI:10.7164/antibiotics.47.1481

Reference yield:

: 145588-98-3
(4S)-4-isopropyl-3-(1-oxoheptyl)-2-oxazolidinone

: 153642-61-6
(3R)-1-benzyloxycarbonyl-2-<(2R)-2-benzyloxyaminocarbonylmethyl-1-oxoheptyl>hexahydropyridazine-3-carboxylic acid

Guidance literature:: Multi-step reaction with 11 steps

1: 1.) 0.59M LDA / 1.) THF, -78 deg C, 10 min, 2.) THF, -78 deg C, 5.5 h

2: 1.) 1.65M BuLi / 1.) THF, hexane, 0 deg C, 20 min, 2.) THF, hexane, 1 h

3: 838 mg / 4N HCl / dioxane / Ambient temperature

4: oxalyl chloride / benzene / 2 h / 60 °C

5: pyridine / tetrahydrofuran / 1.5 h / -15 °C

6: H₂ / 10percent Pd/C / methanol / 2 h / Ambient temperature

7: oxalyl chloride / benzene / 2 h / 50 °C

8: N-ethylmorpholine / tetrahydrofuran / 1.) -15 deg C to r.t., 2.) r.t., overnight

9: 97 percent / Zn, 1M NH₄OAc / tetrahydrofuran; H₂O / 2.5 h / Ambient temperature

10: 67 percent / Et₃N, DEPC / tetrahydrofuran; dimethylformamide / 4.5 h / -15 °C

11: 78 percent / CF₃COOH / CH₂Cl₂ / 2 h / Ambient temperature

With N-ethylmorpholine;; pyridine; hydrogenchloride; n-butyllithium; oxalyl dichloride; ammonium acetate; hydrogen; triethylamine; diethyl dicarbonate; trifluoroacetic acid; zinc; lithium diisopropyl amide; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; N,N-dimethyl-formamide; benzene;
DOI:10.7164/antibiotics.47.1481

Reference yield:

: 153427-70-4
(3R)-3-benzyloxycarbonyloctanoic acid

: 153642-61-6
(3R)-1-benzyloxycarbonyl-2-<(2R)-2-benzyloxyaminocarbonylmethyl-1-oxoheptyl>hexahydropyridazine-3-carboxylic acid

Guidance literature:: Multi-step reaction with 8 steps

1: oxalyl chloride / benzene / 2 h / 60 °C

2: pyridine / tetrahydrofuran / 1.5 h / -15 °C

3: H₂ / 10percent Pd/C / methanol / 2 h / Ambient temperature

4: oxalyl chloride / benzene / 2 h / 50 °C

5: N-ethylmorpholine / tetrahydrofuran / 1.) -15 deg C to r.t., 2.) r.t., overnight

6: 97 percent / Zn, 1M NH₄OAc / tetrahydrofuran; H₂O / 2.5 h / Ambient temperature

7: 67 percent / Et₃N, DEPC / tetrahydrofuran; dimethylformamide / 4.5 h / -15 °C

8: 78 percent / CF₃COOH / CH₂Cl₂ / 2 h / Ambient temperature

With N-ethylmorpholine;; pyridine; oxalyl dichloride; ammonium acetate; hydrogen; triethylamine; diethyl dicarbonate; trifluoroacetic acid; zinc; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; benzene;
DOI:10.7164/antibiotics.47.1481