[2-(4,7-dioxo-4,7-dihydro-1H-indol-3-yl)-1-hydroxymethyl-ethyl]-carbamic acid benzyl ester

Base Information

Chemical Name:[2-(4,7-dioxo-4,7-dihydro-1H-indol-3-yl)-1-hydroxymethyl-ethyl]-carbamic acid benzyl ester
CAS No.:689225-42-1
Molecular Formula:C₁₉H₁₈N₂O₅
Molecular Weight:354.362
Hs Code.:

[2-(4,7-dioxo-4,7-dihydro-1<i>H</i>-indol-3-yl)-1-hydroxymethyl-ethyl]-carbamic acid benzyl ester

Synonyms:[2-(4,7-dioxo-4,7-dihydro-1H-indol-3-yl)-1-hydroxymethyl-ethyl]-carbamic acid benzyl ester

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Chemical Property of [2-(4,7-dioxo-4,7-dihydro-1H-indol-3-yl)-1-hydroxymethyl-ethyl]-carbamic acid benzyl ester

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Technology Process of [2-(4,7-dioxo-4,7-dihydro-1H-indol-3-yl)-1-hydroxymethyl-ethyl]-carbamic acid benzyl ester

There total 4 articles about [2-(4,7-dioxo-4,7-dihydro-1H-indol-3-yl)-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: 82.0%

: 689225-41-0
[2-(4-hydroxy-1H-indol-3-yl)-1-hydroxymethyl-ethyl]-carbamic acid benzyl ester

: 689225-42-1
[2-(4,7-dioxo-4,7-dihydro-1H-indol-3-yl)-1-hydroxymethyl-ethyl]-carbamic acid benzyl ester

Guidance literature:: With potassium nitrososulfonate; In phosphate buffer; acetone; at 20 ℃; for 2h; pH=7;
DOI:10.1016/j.tetlet.2004.01.140

Reference yield:

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

: 689225-42-1
[2-(4,7-dioxo-4,7-dihydro-1H-indol-3-yl)-1-hydroxymethyl-ethyl]-carbamic acid benzyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: LiBH₄ / tetrahydrofuran / 1 h / Heating

1.2: 95 percent / DDQ / tetrahydrofuran; H₂O / 1 h / 20 °C

2.1: Tl(OCOCF₃)3 / trifluoroacetic acid / 1 h / 20 °C

2.2: 59 percent / CuSO₄*5H₂O / dimethylformamide / 0.17 h / 130 °C

3.1: 85 percent / NaBH₃CN; BF₃*Et₂O / tetrahydrofuran / 4 h / 20 °C

4.1: 82 percent / NO(SO₃K)2 / acetone; aq. phosphate buffer / 2 h / 20 °C / pH 7

With lithium borohydride; potassium nitrososulfonate; boron trifluoride diethyl etherate; sodium cyanoborohydride; thallium(III) trifluoroacetate; In tetrahydrofuran; phosphate buffer; acetone; trifluoroacetic acid;
DOI:10.1016/j.tetlet.2004.01.140

Reference yield:

: 689225-39-6
[1-hydroxymethyl-2-(1H-indol-3-yl)-2-oxo-ethyl]-carbamic acid benzyl ester

: 689225-42-1
[2-(4,7-dioxo-4,7-dihydro-1H-indol-3-yl)-1-hydroxymethyl-ethyl]-carbamic acid benzyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: Tl(OCOCF₃)3 / trifluoroacetic acid / 1 h / 20 °C

1.2: 59 percent / CuSO₄*5H₂O / dimethylformamide / 0.17 h / 130 °C

2.1: 85 percent / NaBH₃CN; BF₃*Et₂O / tetrahydrofuran / 4 h / 20 °C

3.1: 82 percent / NO(SO₃K)2 / acetone; aq. phosphate buffer / 2 h / 20 °C / pH 7

With potassium nitrososulfonate; boron trifluoride diethyl etherate; sodium cyanoborohydride; thallium(III) trifluoroacetate; In tetrahydrofuran; phosphate buffer; acetone; trifluoroacetic acid;
DOI:10.1016/j.tetlet.2004.01.140