(S)-4-[3-((S)-7-{3-[2-(Dimethoxy-phosphorylmethyl)-oxazol-5-yl]-1-methoxymethyl-1H-indol-4-yl}-3-formyl-2,3-dihydro-benzofuran-3-yl)-4-methoxy-benzyl]-2,2-dimethyl-oxazolidine-3-carboxylic acid benzyl ester

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Chemical Name:(S)-4-[3-((S)-7-{3-[2-(Dimethoxy-phosphorylmethyl)-oxazol-5-yl]-1-methoxymethyl-1H-indol-4-yl}-3-formyl-2,3-dihydro-benzofuran-3-yl)-4-methoxy-benzyl]-2,2-dimethyl-oxazolidine-3-carboxylic acid benzyl ester
CAS No.:761433-80-1
Molecular Formula:C₄₆H₄₈N₃O₁₁P
Molecular Weight:849.874
Hs Code.:

(S)-4-[3-((S)-7-{3-[2-(Dimethoxy-phosphorylmethyl)-oxazol-5-yl]-1-methoxymethyl-1H-indol-4-yl}-3-formyl-2,3-dihydro-benzofuran-3-yl)-4-methoxy-benzyl]-2,2-dimethyl-oxazolidine-3-carboxylic acid benzyl ester

Synonyms:(S)-4-[3-((S)-7-{3-[2-(Dimethoxy-phosphorylmethyl)-oxazol-5-yl]-1-methoxymethyl-1H-indol-4-yl}-3-formyl-2,3-dihydro-benzofuran-3-yl)-4-methoxy-benzyl]-2,2-dimethyl-oxazolidine-3-carboxylic acid benzyl ester

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Chemical Property of (S)-4-[3-((S)-7-{3-[2-(Dimethoxy-phosphorylmethyl)-oxazol-5-yl]-1-methoxymethyl-1H-indol-4-yl}-3-formyl-2,3-dihydro-benzofuran-3-yl)-4-methoxy-benzyl]-2,2-dimethyl-oxazolidine-3-carboxylic acid benzyl ester

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Technology Process of (S)-4-[3-((S)-7-{3-[2-(Dimethoxy-phosphorylmethyl)-oxazol-5-yl]-1-methoxymethyl-1H-indol-4-yl}-3-formyl-2,3-dihydro-benzofuran-3-yl)-4-methoxy-benzyl]-2,2-dimethyl-oxazolidine-3-carboxylic acid benzyl ester

There total 27 articles about (S)-4-[3-((S)-7-{3-[2-(Dimethoxy-phosphorylmethyl)-oxazol-5-yl]-1-methoxymethyl-1H-indol-4-yl}-3-formyl-2,3-dihydro-benzofuran-3-yl)-4-methoxy-benzyl]-2,2-dimethyl-oxazolidine-3-carboxylic acid benzyl 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:

: 761434-05-3
(S)-4-[3-((R)-7-{3-[2-(Dimethoxy-phosphorylmethyl)-oxazol-5-yl]-1-methoxymethyl-1H-indol-4-yl}-3-hydroxymethyl-2,3-dihydro-benzofuran-3-yl)-4-methoxy-benzyl]-2,2-dimethyl-oxazolidine-3-carboxylic acid benzyl ester

: 761433-80-1
(S)-4-[3-((S)-7-{3-[2-(Dimethoxy-phosphorylmethyl)-oxazol-5-yl]-1-methoxymethyl-1H-indol-4-yl}-3-formyl-2,3-dihydro-benzofuran-3-yl)-4-methoxy-benzyl]-2,2-dimethyl-oxazolidine-3-carboxylic acid benzyl ester

Guidance literature:: With oxalyl dichloride; dimethyl sulfoxide; triethylamine; at -78 - 25 ℃;
DOI:10.1021/ja040090y

Reference yield:

: 52488-36-5
4-bromo-1H-indole

: 761433-80-1
(S)-4-[3-((S)-7-{3-[2-(Dimethoxy-phosphorylmethyl)-oxazol-5-yl]-1-methoxymethyl-1H-indol-4-yl}-3-formyl-2,3-dihydro-benzofuran-3-yl)-4-methoxy-benzyl]-2,2-dimethyl-oxazolidine-3-carboxylic acid benzyl ester

Guidance literature:: Multi-step reaction with 14 steps

1.1: 90 percent / trifluoroacetic acid / 0.5 h / 25 °C

2.1: 87 percent / LiAlH₄ / tetrahydrofuran / 6 h / Heating

3.1: 79 percent / 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide*HCl; 1-hydroxybenzotriazole hydrate / CH₂Cl₂ / 6 h / 25 °C

4.1: 82 percent / 2,3-dichloro-5,6-dicyano-1,4-benzoquinone / tetrahydrofuran; H₂O / 4 h / 0 °C

5.1: 85 percent / o-iodoxybenzoic acid; DMSO / tetrahydrofuran / 4 h / 25 °C

6.1: 97 percent / TFAA; trifluoroacetic acid / CH₂Cl₂ / 8 h / 25 °C

7.1: NaH / tetrahydrofuran / 0.08 h / 0 °C

7.2: 95 percent / tetrahydrofuran / 0.33 h / 0 °C

8.1: 92 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 0.17 h / 0 °C

9.1: 94 percent / Ph₃P; imidazole; I₂ / CH₂Cl₂ / 0.58 h / 0 °C

10.1: NaH / tetrahydrofuran / 0 °C

10.2: 86 percent / tetrahydrofuran / 0.17 h / 0 °C

11.1: 83 percent / Pd(diphenylphosphinoferrocene)Cl₂*CH₂Cl₂; K₂CO₃ / 1,2-dimethoxy-ethane / 12 h / Heating

12.1: aq. HF / acetonitrile / 0.75 h / 0 °C

13.1: 0.238 g / p-toluenesulfonic acid / acetone / 0.08 h / 25 °C

14.1: 0.185 g / oxalyl chloride; DMSO; Et₃N / -78 - 25 °C

With 1H-imidazole; lithium aluminium tetrahydride; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; oxalyl dichloride; hydrogen fluoride; tetrabutyl ammonium fluoride; iodine; sodium hydride; potassium carbonate; toluene-4-sulfonic acid; dimethyl sulfoxide; 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; triphenylphosphine; trifluoroacetic acid; trifluoroacetic anhydride; 2,3-dicyano-5,6-dichloro-p-benzoquinone; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In tetrahydrofuran; 1,2-dimethoxyethane; dichloromethane; water; acetone; acetonitrile; 6.1: Robinson-Gabriel cyclodehydratation / 10.2: Arbuzov reaction / 11.1: Suzuki coupling / 14.1: Swern oxidation;
DOI:10.1021/ja040090y

Reference yield:

2-bromo-6-nitrotoluene: 55289-35-5
2-bromo-6-nitrotoluene

: 761433-80-1
(S)-4-[3-((S)-7-{3-[2-(Dimethoxy-phosphorylmethyl)-oxazol-5-yl]-1-methoxymethyl-1H-indol-4-yl}-3-formyl-2,3-dihydro-benzofuran-3-yl)-4-methoxy-benzyl]-2,2-dimethyl-oxazolidine-3-carboxylic acid benzyl ester

Guidance literature:: Multi-step reaction with 15 steps

1.1: pyrrolidine / dimethylformamide / 5 h / 110 °C

1.2: 25.2 g / aq. HOAc; zinc / 3 h / 85 °C

2.1: 90 percent / trifluoroacetic acid / 0.5 h / 25 °C

3.1: 87 percent / LiAlH₄ / tetrahydrofuran / 6 h / Heating

4.1: 79 percent / 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide*HCl; 1-hydroxybenzotriazole hydrate / CH₂Cl₂ / 6 h / 25 °C

5.1: 82 percent / 2,3-dichloro-5,6-dicyano-1,4-benzoquinone / tetrahydrofuran; H₂O / 4 h / 0 °C

6.1: 85 percent / o-iodoxybenzoic acid; DMSO / tetrahydrofuran / 4 h / 25 °C

7.1: 97 percent / TFAA; trifluoroacetic acid / CH₂Cl₂ / 8 h / 25 °C

8.1: NaH / tetrahydrofuran / 0.08 h / 0 °C

8.2: 95 percent / tetrahydrofuran / 0.33 h / 0 °C

9.1: 92 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 0.17 h / 0 °C

10.1: 94 percent / Ph₃P; imidazole; I₂ / CH₂Cl₂ / 0.58 h / 0 °C

11.1: NaH / tetrahydrofuran / 0 °C

11.2: 86 percent / tetrahydrofuran / 0.17 h / 0 °C

12.1: 83 percent / Pd(diphenylphosphinoferrocene)Cl₂*CH₂Cl₂; K₂CO₃ / 1,2-dimethoxy-ethane / 12 h / Heating

13.1: aq. HF / acetonitrile / 0.75 h / 0 °C

14.1: 0.238 g / p-toluenesulfonic acid / acetone / 0.08 h / 25 °C

15.1: 0.185 g / oxalyl chloride; DMSO; Et₃N / -78 - 25 °C

With pyrrolidine; 1H-imidazole; lithium aluminium tetrahydride; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; oxalyl dichloride; hydrogen fluoride; tetrabutyl ammonium fluoride; iodine; sodium hydride; potassium carbonate; toluene-4-sulfonic acid; dimethyl sulfoxide; 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; triphenylphosphine; trifluoroacetic acid; trifluoroacetic anhydride; 2,3-dicyano-5,6-dichloro-p-benzoquinone; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In tetrahydrofuran; 1,2-dimethoxyethane; dichloromethane; water; N,N-dimethyl-formamide; acetone; acetonitrile; 7.1: Robinson-Gabriel cyclodehydratation / 11.2: Arbuzov reaction / 12.1: Suzuki coupling / 15.1: Swern oxidation;
DOI:10.1021/ja040090y