[(S)-2-(3-{(R)-7-[3-(2-Azidomethyl-oxazol-5-yl)-1-methoxymethyl-1H-indol-4-yl]-3-hydroxymethyl-2,3-dihydro-benzofuran-3-yl}-4-methoxy-phenyl)-1-hydroxymethyl-ethyl]-carbamic acid benzyl ester

Base Information

Chemical Name:[(S)-2-(3-{(R)-7-[3-(2-Azidomethyl-oxazol-5-yl)-1-methoxymethyl-1H-indol-4-yl]-3-hydroxymethyl-2,3-dihydro-benzofuran-3-yl}-4-methoxy-phenyl)-1-hydroxymethyl-ethyl]-carbamic acid benzyl ester
CAS No.:760980-15-2
Molecular Formula:C₄₁H₄₀N₆O₈
Molecular Weight:744.804
Hs Code.:

[(S)-2-(3-{(R)-7-[3-(2-Azidomethyl-oxazol-5-yl)-1-methoxymethyl-1H-indol-4-yl]-3-hydroxymethyl-2,3-dihydro-benzofuran-3-yl}-4-methoxy-phenyl)-1-hydroxymethyl-ethyl]-carbamic acid benzyl ester

Synonyms:[(S)-2-(3-{(R)-7-[3-(2-Azidomethyl-oxazol-5-yl)-1-methoxymethyl-1H-indol-4-yl]-3-hydroxymethyl-2,3-dihydro-benzofuran-3-yl}-4-methoxy-phenyl)-1-hydroxymethyl-ethyl]-carbamic acid benzyl ester

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Chemical Property of [(S)-2-(3-{(R)-7-[3-(2-Azidomethyl-oxazol-5-yl)-1-methoxymethyl-1H-indol-4-yl]-3-hydroxymethyl-2,3-dihydro-benzofuran-3-yl}-4-methoxy-phenyl)-1-hydroxymethyl-ethyl]-carbamic acid benzyl ester

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Technology Process of [(S)-2-(3-{(R)-7-[3-(2-Azidomethyl-oxazol-5-yl)-1-methoxymethyl-1H-indol-4-yl]-3-hydroxymethyl-2,3-dihydro-benzofuran-3-yl}-4-methoxy-phenyl)-1-hydroxymethyl-ethyl]-carbamic acid benzyl ester

There total 4 articles about [(S)-2-(3-{(R)-7-[3-(2-Azidomethyl-oxazol-5-yl)-1-methoxymethyl-1H-indol-4-yl]-3-hydroxymethyl-2,3-dihydro-benzofuran-3-yl}-4-methoxy-phenyl)-1-hydroxymethyl-ethyl]-carbamic 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:

: 760979-86-0
4-{3-[7-[3-(2-azidomethyl-oxazol-5-yl)-1-methoxymethyl-1H-indol-4-yl]-3-(tert-butyl-dimethyl-silanyloxymethyl)-2,3-dihydro-benzofuran-3-yl]-4-methoxy-benzyl}-2,2-dimethyl-oxazolidine-3-carboxylic acid benzyl ester

: 760980-15-2
[(S)-2-(3-{(R)-7-[3-(2-Azidomethyl-oxazol-5-yl)-1-methoxymethyl-1H-indol-4-yl]-3-hydroxymethyl-2,3-dihydro-benzofuran-3-yl}-4-methoxy-phenyl)-1-hydroxymethyl-ethyl]-carbamic acid benzyl ester

Guidance literature:: With hydrogen fluoride; In acetonitrile; at 0 ℃; for 1h;
DOI:10.1021/ja040091q

Reference yield:

: 405519-78-0
4-bromo-3-[2-(tert-butyl-diphenyl-silanyloxymethyl)-oxazol-5-yl]-1-methoxymethyl-1H-indole

: 760980-15-2
[(S)-2-(3-{(R)-7-[3-(2-Azidomethyl-oxazol-5-yl)-1-methoxymethyl-1H-indol-4-yl]-3-hydroxymethyl-2,3-dihydro-benzofuran-3-yl}-4-methoxy-phenyl)-1-hydroxymethyl-ethyl]-carbamic acid benzyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 92 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 0.17 h / 0 °C

2: 83 percent / (p-NO₂Ph)2P(O)N₃; 1,8-diazabicyclo[5.4.0]undec-7-ene / tetrahydrofuran / 2 h / 25 °C

3: 18 percent / Pd(diphenylphosphinoferrocene)Cl₂*CH₂Cl₂; K₂CO₃ / 1,2-dimethoxy-ethane / 12 h / Heating

4: aq. HF / acetonitrile / 1 h / 0 °C

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; bis(p-nitrophenyl)phosphoryl azide; hydrogen fluoride; tetrabutyl ammonium fluoride; potassium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; 1,2-dimethoxyethane; acetonitrile; 3: Suzuki coupling;
DOI:10.1021/ja040091q

Reference yield:

: 760979-81-5
[5-(4-bromo-1-methoxymethyl-1H-indol-3-yl)-oxazol-2-yl]-methanol

: 760980-15-2
[(S)-2-(3-{(R)-7-[3-(2-Azidomethyl-oxazol-5-yl)-1-methoxymethyl-1H-indol-4-yl]-3-hydroxymethyl-2,3-dihydro-benzofuran-3-yl}-4-methoxy-phenyl)-1-hydroxymethyl-ethyl]-carbamic acid benzyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 83 percent / (p-NO₂Ph)2P(O)N₃; 1,8-diazabicyclo[5.4.0]undec-7-ene / tetrahydrofuran / 2 h / 25 °C

2: 18 percent / Pd(diphenylphosphinoferrocene)Cl₂*CH₂Cl₂; K₂CO₃ / 1,2-dimethoxy-ethane / 12 h / Heating

3: aq. HF / acetonitrile / 1 h / 0 °C

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; bis(p-nitrophenyl)phosphoryl azide; hydrogen fluoride; potassium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; 1,2-dimethoxyethane; acetonitrile; 2: Suzuki coupling;
DOI:10.1021/ja040091q