[({2-Chloro-5-[(2E,4E)-(6R,9S,10R)-9-(1-ethoxy-ethoxy)-7,7-bis-ethylsulfanyl-10-((2S,3R)-3-formyl-3-methyl-oxiranyl)-6-methoxy-2-methyl-undeca-2,4-dienyl]-3-methoxy-phenyl}-methyl-carbamoyl)-methyl]-phosphonic acid diethyl ester

Base Information

Chemical Name:[({2-Chloro-5-[(2E,4E)-(6R,9S,10R)-9-(1-ethoxy-ethoxy)-7,7-bis-ethylsulfanyl-10-((2S,3R)-3-formyl-3-methyl-oxiranyl)-6-methoxy-2-methyl-undeca-2,4-dienyl]-3-methoxy-phenyl}-methyl-carbamoyl)-methyl]-phosphonic acid diethyl ester
CAS No.:86117-47-7
Molecular Formula:C₃₉H₆₃ClNO₁₀PS₂
Molecular Weight:836.489
Hs Code.:

[({2-Chloro-5-[(2E,4E)-(6R,9S,10R)-9-(1-ethoxy-ethoxy)-7,7-bis-ethylsulfanyl-10-((2S,3R)-3-formyl-3-methyl-oxiranyl)-6-methoxy-2-methyl-undeca-2,4-dienyl]-3-methoxy-phenyl}-methyl-carbamoyl)-methyl]-phosphonic acid diethyl ester

Synonyms:[({2-Chloro-5-[(2E,4E)-(6R,9S,10R)-9-(1-ethoxy-ethoxy)-7,7-bis-ethylsulfanyl-10-((2S,3R)-3-formyl-3-methyl-oxiranyl)-6-methoxy-2-methyl-undeca-2,4-dienyl]-3-methoxy-phenyl}-methyl-carbamoyl)-methyl]-phosphonic acid diethyl ester

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Chemical Property of [({2-Chloro-5-[(2E,4E)-(6R,9S,10R)-9-(1-ethoxy-ethoxy)-7,7-bis-ethylsulfanyl-10-((2S,3R)-3-formyl-3-methyl-oxiranyl)-6-methoxy-2-methyl-undeca-2,4-dienyl]-3-methoxy-phenyl}-methyl-carbamoyl)-methyl]-phosphonic acid diethyl ester

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Technology Process of [({2-Chloro-5-[(2E,4E)-(6R,9S,10R)-9-(1-ethoxy-ethoxy)-7,7-bis-ethylsulfanyl-10-((2S,3R)-3-formyl-3-methyl-oxiranyl)-6-methoxy-2-methyl-undeca-2,4-dienyl]-3-methoxy-phenyl}-methyl-carbamoyl)-methyl]-phosphonic acid diethyl ester

There total 30 articles about [({2-Chloro-5-[(2E,4E)-(6R,9S,10R)-9-(1-ethoxy-ethoxy)-7,7-bis-ethylsulfanyl-10-((2S,3R)-3-formyl-3-methyl-oxiranyl)-6-methoxy-2-methyl-undeca-2,4-dienyl]-3-methoxy-phenyl}-methyl-carbamoyl)-methyl]-phosphonic acid diethyl 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: 83.0%

: 34170-81-5
diethyl (2-chloro-2-oxoethyl)phosphonate

: 86117-46-6
(2R,3S)-3-[(6E,8E)-(1R,2S,5R)-10-(4-Chloro-3-methoxy-5-methylamino-phenyl)-2-(1-ethoxy-ethoxy)-4,4-bis-ethylsulfanyl-5-methoxy-1,9-dimethyl-deca-6,8-dienyl]-2-methyl-oxirane-2-carbaldehyde

: 86117-47-7
[({2-Chloro-5-[(2E,4E)-(6R,9S,10R)-9-(1-ethoxy-ethoxy)-7,7-bis-ethylsulfanyl-10-((2S,3R)-3-formyl-3-methyl-oxiranyl)-6-methoxy-2-methyl-undeca-2,4-dienyl]-3-methoxy-phenyl}-methyl-carbamoyl)-methyl]-phosphonic acid diethyl ester

Guidance literature:: With pyridine; In dichloromethane; for 1h; Ambient temperature;
DOI:10.1021/ja00353a027

Reference yield:

: 3095-95-2
diethylphosphonoacetic acid

: 86117-47-7
[({2-Chloro-5-[(2E,4E)-(6R,9S,10R)-9-(1-ethoxy-ethoxy)-7,7-bis-ethylsulfanyl-10-((2S,3R)-3-formyl-3-methyl-oxiranyl)-6-methoxy-2-methyl-undeca-2,4-dienyl]-3-methoxy-phenyl}-methyl-carbamoyl)-methyl]-phosphonic acid diethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: oxalyl chloride / benzene / 5 h / 25 °C

2: 83 percent / pyridine / CH₂Cl₂ / 1 h / Ambient temperature

With pyridine; oxalyl dichloride; In dichloromethane; benzene;
DOI:10.1021/ja00353a027

Reference yield:

: 3943-74-6
4-hydroxy-3-methoxybenzoic acid methyl ester

: 86117-47-7
[({2-Chloro-5-[(2E,4E)-(6R,9S,10R)-9-(1-ethoxy-ethoxy)-7,7-bis-ethylsulfanyl-10-((2S,3R)-3-formyl-3-methyl-oxiranyl)-6-methoxy-2-methyl-undeca-2,4-dienyl]-3-methoxy-phenyl}-methyl-carbamoyl)-methyl]-phosphonic acid diethyl ester

Guidance literature:: Multi-step reaction with 15 steps

1: 74 percent / HNO₃, glacial acetic acid / acetic acid / 2 h / Ambient temperature

2: 88 percent / oxalyl chloride / dimethylformamide / -20 deg C; 80 deg C, 3 h

3: 30 g / KOH / ethanol; H₂O / 2 h / 80 °C

4: 60 percent / mercuric oxide, bromine / CCl₄ / 5 h / Irradiation

5: 1.) iron, 2.) HCl / 1.) ethanol, water, 2.) reflux, 12 h

6: 67 percent / aniline, pyridine / CH₂Cl₂ / 1.) 0 deg C, 10 min; 2.) room temperature, 1 h

7: t-BuOK / tetrahydrofuran / Ambient temperature

8: 1.) t-BuOK / 1.) THF, 0 deg C, 30 min, 2.) room temperature

9: 1.) n-BuLi, 2.) pentynylcopper, hexamethylphoshpotriamide / 1.) THF, hexane, -110 deg C -> -78 deg C; -78 deg C, 1.5 h, 2.) -78 deg C, 2.5 h, 3.) -78 deg C, 4.5 h

10: tert-butyllithium / tetrahydrofuran; pentane / 1.) -120 deg C, 30 min, 2.) -120 deg C -> -95 deg C, 30 min

11: tetrahydrofuran; pentane / 1.) -120 deg C, 30 min, 2.) -78 deg C, 1 h

12: 1.) NaH / 1.) THF, -20 deg C, 15 min, 2.) -20 deg C, 10 min

13: tetrabutylammonium chloride / tetrahydrofuran / 1. ) 0 deg C, 30 min, 2.) room temperature, overnight

14: 1.) tert-butoxymagnesium bromide, 2.) 1,1'-(azodicarbonyl)dipiperidine / 1.) 0 deg C, 10 min, 2.) 0 deg C -> 18 deg C, 12 h

15: 83 percent / pyridine / CH₂Cl₂ / 1 h / Ambient temperature

With pyridine; 1-pentynyl copper; hydrogenchloride; N,N,N,N,N,N-hexamethylphosphoric triamide; potassium hydroxide; n-butyllithium; oxalyl dichloride; potassium tert-butylate; tetrabutyl-ammonium chloride; bromine; tert.-butyl lithium; nitric acid; t-BuOMgBr; iron; sodium hydride; acetic acid; aniline; mercury(II) oxide; 1,1'-azodicarbonyl-dipiperidine; In tetrahydrofuran; tetrachloromethane; ethanol; dichloromethane; water; acetic acid; N,N-dimethyl-formamide; pentane;
DOI:10.1021/ja00353a027