5-{8-[4-(2-benzyloxycarbonylamino-2-carboxy-ethyl)-phenylethynyl]-6H,12H-5,11-methano-dibenzo[b,f][1,5]diazocin-2-yl}-2-tert-butoxycarbonylamino-pent-4-ynoic acid ethyl ester

Base Information

Chemical Name:5-{8-[4-(2-benzyloxycarbonylamino-2-carboxy-ethyl)-phenylethynyl]-6H,12H-5,11-methano-dibenzo[b,f][1,5]diazocin-2-yl}-2-tert-butoxycarbonylamino-pent-4-ynoic acid ethyl ester
CAS No.:928659-05-6
Molecular Formula:C₄₆H₄₆N₄O₈
Molecular Weight:782.893
Hs Code.:

5-{8-[4-(2-benzyloxycarbonylamino-2-carboxy-ethyl)-phenylethynyl]-6<i>H</i>,12<i>H</i>-5,11-methano-dibenzo[<i>b</i>,<i>f</i>][1,5]diazocin-2-yl}-2-<i>tert</i>-butoxycarbonylamino-pent-4-ynoic acid ethyl ester

Synonyms:5-{8-[4-(2-benzyloxycarbonylamino-2-carboxy-ethyl)-phenylethynyl]-6H,12H-5,11-methano-dibenzo[b,f][1,5]diazocin-2-yl}-2-tert-butoxycarbonylamino-pent-4-ynoic acid ethyl ester

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Chemical Property of 5-{8-[4-(2-benzyloxycarbonylamino-2-carboxy-ethyl)-phenylethynyl]-6H,12H-5,11-methano-dibenzo[b,f][1,5]diazocin-2-yl}-2-tert-butoxycarbonylamino-pent-4-ynoic acid ethyl ester

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Technology Process of 5-{8-[4-(2-benzyloxycarbonylamino-2-carboxy-ethyl)-phenylethynyl]-6H,12H-5,11-methano-dibenzo[b,f][1,5]diazocin-2-yl}-2-tert-butoxycarbonylamino-pent-4-ynoic acid ethyl ester

There total 6 articles about 5-{8-[4-(2-benzyloxycarbonylamino-2-carboxy-ethyl)-phenylethynyl]-6H,12H-5,11-methano-dibenzo[b,f][1,5]diazocin-2-yl}-2-tert-butoxycarbonylamino-pent-4-ynoic acid ethyl 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: 86.0%

: 928658-98-4
5-(8-{4-[2-benzyloxycarbonylamino-2-(2-trimethylsilanyl-ethoxycarbonyl)-ethyl]-phenylethynyl}-6H,12H-5,11-methano-dibenzo[b,f][1,5]diazocin-2-yl)-2-tert-butoxycarbonylamino-pent-4-ynoic acid ethyl ester

: 928659-05-6
5-{8-[4-(2-benzyloxycarbonylamino-2-carboxy-ethyl)-phenylethynyl]-6H,12H-5,11-methano-dibenzo[b,f][1,5]diazocin-2-yl}-2-tert-butoxycarbonylamino-pent-4-ynoic acid ethyl ester

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; N,N-dimethyl-formamide; at 20 ℃;
DOI:10.1039/b614371g

Reference yield:

: (+/-)-2,8-diiodo-6H,12H-5,11-methanodibenzo[b,f][1,5]diazocine

: 928659-05-6
5-{8-[4-(2-benzyloxycarbonylamino-2-carboxy-ethyl)-phenylethynyl]-6H,12H-5,11-methano-dibenzo[b,f][1,5]diazocin-2-yl}-2-tert-butoxycarbonylamino-pent-4-ynoic acid ethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 28 percent / triethylamine / tetrakis(triphenylphosphine)palladium⁽⁰⁾; cuprous iodide / dimethylformamide / 20 °C

2: 59 percent / triethylamine / dichlorobis(triphenylphosphine)palladium(II); cuprous iodide / dimethylformamide / 20 °C

3: 90 percent / TBAF / tetrahydrofuran; H₂O / 20 °C

4: 56 percent / triethylamine / tetrakis(triphenylphosphine)palladium⁽⁰⁾; cuprous iodide / dimethylformamide / 20 °C

5: 86 percent / TBAF / dimethylformamide; tetrahydrofuran / 20 °C

With tetrabutyl ammonium fluoride; triethylamine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; water; N,N-dimethyl-formamide; 1: Sonogashira coupling / 2: Sonogashira coupling / 4: Sonogashira coupling;
DOI:10.1039/b614371g

Reference yield:

: N-Boc-(S)-propargylglycine ethyl ester

: 928659-05-6
5-{8-[4-(2-benzyloxycarbonylamino-2-carboxy-ethyl)-phenylethynyl]-6H,12H-5,11-methano-dibenzo[b,f][1,5]diazocin-2-yl}-2-tert-butoxycarbonylamino-pent-4-ynoic acid ethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 28 percent / triethylamine / tetrakis(triphenylphosphine)palladium⁽⁰⁾; cuprous iodide / dimethylformamide / 20 °C

2: 59 percent / triethylamine / dichlorobis(triphenylphosphine)palladium(II); cuprous iodide / dimethylformamide / 20 °C

3: 90 percent / TBAF / tetrahydrofuran; H₂O / 20 °C

4: 56 percent / triethylamine / tetrakis(triphenylphosphine)palladium⁽⁰⁾; cuprous iodide / dimethylformamide / 20 °C

5: 86 percent / TBAF / dimethylformamide; tetrahydrofuran / 20 °C

With tetrabutyl ammonium fluoride; triethylamine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; water; N,N-dimethyl-formamide; 1: Sonogashira coupling / 2: Sonogashira coupling / 4: Sonogashira coupling;
DOI:10.1039/b614371g