(S)-2-[(R)-2-(2,2,2-Trichloro-ethoxycarbonylmethyl)-octanoyl]-tetrahydro-pyridazine-1,3-dicarboxylic acid 1-benzyl ester 3-tert-butyl ester

Base Information

Chemical Name:(S)-2-[(R)-2-(2,2,2-Trichloro-ethoxycarbonylmethyl)-octanoyl]-tetrahydro-pyridazine-1,3-dicarboxylic acid 1-benzyl ester 3-tert-butyl ester
CAS No.:153428-05-8
Molecular Formula:C₂₉H₄₁Cl₃N₂O₇
Molecular Weight:636.013
Hs Code.:

(S)-2-[(R)-2-(2,2,2-Trichloro-ethoxycarbonylmethyl)-octanoyl]-tetrahydro-pyridazine-1,3-dicarboxylic acid 1-benzyl ester 3-tert-butyl ester

Synonyms:

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Chemical Property of (S)-2-[(R)-2-(2,2,2-Trichloro-ethoxycarbonylmethyl)-octanoyl]-tetrahydro-pyridazine-1,3-dicarboxylic acid 1-benzyl ester 3-tert-butyl ester

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Technology Process of (S)-2-[(R)-2-(2,2,2-Trichloro-ethoxycarbonylmethyl)-octanoyl]-tetrahydro-pyridazine-1,3-dicarboxylic acid 1-benzyl ester 3-tert-butyl ester

There total 7 articles about (S)-2-[(R)-2-(2,2,2-Trichloro-ethoxycarbonylmethyl)-octanoyl]-tetrahydro-pyridazine-1,3-dicarboxylic acid 1-benzyl ester 3-tert-butyl 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:

: 111-64-8
n-octanoic acid chloride

: 153428-05-8
(S)-2-[(R)-2-(2,2,2-Trichloro-ethoxycarbonylmethyl)-octanoyl]-tetrahydro-pyridazine-1,3-dicarboxylic acid 1-benzyl ester 3-tert-butyl ester

Guidance literature:: Multi-step reaction with 9 steps

1: 1.) n-BuLi / 1.) THF, hexane, -78 deg C, 25 min, 2.) THF, hexane, -78 deg C, 2.5 h

2: 1.) lithium diisopropylamide / 1.) THF, -78 deg C, 15 min, 2.) THF, from -78 deg C to -68 deg C, 3.5 h

3: tetrahydrofuran / 1 h / 0 °C

4: 3 N aq. HCl / dioxane / Ambient temperature

5: oxalyl chloride / toluene / 2 h / 60 °C

6: pyridine / 2.5 h / 0 °C

7: H₂ / 10percent Pd/C / methanol / 1.5 h / Ambient temperature

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

9: N-ethylmorpholine / tetrahydrofuran / -15 - 20 °C

With N-ethylmorpholine;; pyridine; hydrogenchloride; n-butyllithium; oxalyl dichloride; hydrogen; lithium diisopropyl amide; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; methanol; toluene; benzene;
DOI:10.1248/cpb.43.1883

Reference yield:

: 153427-99-7
(4S)-2,3,4,5-tetrahydro-4-(1-methylethyl)-N-octanoyloxazol-2-one

: 153428-05-8
(S)-2-[(R)-2-(2,2,2-Trichloro-ethoxycarbonylmethyl)-octanoyl]-tetrahydro-pyridazine-1,3-dicarboxylic acid 1-benzyl ester 3-tert-butyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: 1.) lithium diisopropylamide / 1.) THF, -78 deg C, 15 min, 2.) THF, from -78 deg C to -68 deg C, 3.5 h

2: tetrahydrofuran / 1 h / 0 °C

3: 3 N aq. HCl / dioxane / Ambient temperature

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

5: pyridine / 2.5 h / 0 °C

6: H₂ / 10percent Pd/C / methanol / 1.5 h / Ambient temperature

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

8: N-ethylmorpholine / tetrahydrofuran / -15 - 20 °C

With N-ethylmorpholine;; pyridine; hydrogenchloride; oxalyl dichloride; hydrogen; lithium diisopropyl amide; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; methanol; toluene; benzene;
DOI:10.1248/cpb.43.1883

Reference yield:

: (R)-2-Chlorocarbonylmethyl-octanoic acid benzyl ester

: 153428-05-8
(S)-2-[(R)-2-(2,2,2-Trichloro-ethoxycarbonylmethyl)-octanoyl]-tetrahydro-pyridazine-1,3-dicarboxylic acid 1-benzyl ester 3-tert-butyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: pyridine / 2.5 h / 0 °C

2: H₂ / 10percent Pd/C / methanol / 1.5 h / Ambient temperature

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

4: N-ethylmorpholine / tetrahydrofuran / -15 - 20 °C

With N-ethylmorpholine;; pyridine; oxalyl dichloride; hydrogen; palladium on activated charcoal; In tetrahydrofuran; methanol; benzene;
DOI:10.1248/cpb.43.1883