methyl (2S)-2-benzyloxycarbonylamino-3-[1-(1,1-dimethylprop-2-ynyl)-1H-indol-3-yl]propionate

Base Information

Chemical Name:methyl (2S)-2-benzyloxycarbonylamino-3-[1-(1,1-dimethylprop-2-ynyl)-1H-indol-3-yl]propionate
CAS No.:744203-14-3
Molecular Formula:C₂₅H₂₆N₂O₄
Molecular Weight:418.492
Hs Code.:

Synonyms:methyl (2S)-2-benzyloxycarbonylamino-3-[1-(1,1-dimethylprop-2-ynyl)-1H-indol-3-yl]propionate

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Chemical Property of methyl (2S)-2-benzyloxycarbonylamino-3-[1-(1,1-dimethylprop-2-ynyl)-1H-indol-3-yl]propionate

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Technology Process of methyl (2S)-2-benzyloxycarbonylamino-3-[1-(1,1-dimethylprop-2-ynyl)-1H-indol-3-yl]propionate

There total 5 articles about methyl (2S)-2-benzyloxycarbonylamino-3-[1-(1,1-dimethylprop-2-ynyl)-1H-indol-3-yl]propionate 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: 94.0%

: 744203-13-2
2-benzyloxycarbonylamino-3-[1-(1,1-dimethyl-prop-2-ynyl)-2,3-dihydro-1H-indol-3-yl]-propionic acid methyl ester

: 744203-14-3
methyl (2S)-2-benzyloxycarbonylamino-3-[1-(1,1-dimethylprop-2-ynyl)-1H-indol-3-yl]propionate

Guidance literature:: With manganese(IV) oxide; In toluene; at 20 ℃;
DOI:10.1016/S0040-4039(01)01492-7

Reference yield:

: 1604-29-1
1,1-dimethyl-2-propynyl acetate

: 744203-14-3
methyl (2S)-2-benzyloxycarbonylamino-3-[1-(1,1-dimethylprop-2-ynyl)-1H-indol-3-yl]propionate

Guidance literature:: Multi-step reaction with 2 steps

1: 75 percent / CuCl; i-Pr₂NEt / tetrahydrofuran / 7 h / 50 °C

2: 86 percent / MnO₂ / toluene / 12 h / 20 °C

With manganese(IV) oxide; N-ethyl-N,N-diisopropylamine; copper(l) chloride; In tetrahydrofuran; toluene;
DOI:10.1055/s-2004-822390

Reference yield:

: 2717-76-2,130812-44-1,130812-46-3
(S)-N-benzyloxycarbonyl-L-tryptophan methyl ester

: 744203-14-3
methyl (2S)-2-benzyloxycarbonylamino-3-[1-(1,1-dimethylprop-2-ynyl)-1H-indol-3-yl]propionate

Guidance literature:: Multi-step reaction with 3 steps

1: 420 mg / BH₃*Me₂S; TFA / tetrahydrofuran / 0.17 h / 0 °C

2: 75 percent / CuCl; i-Pr₂NEt / tetrahydrofuran / 7 h / 50 °C

3: 86 percent / MnO₂ / toluene / 12 h / 20 °C

With manganese(IV) oxide; dimethylsulfide borane complex; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; copper(l) chloride; In tetrahydrofuran; toluene;
DOI:10.1055/s-2004-822390