1-tert-Butoxycarbonylamino-3-oxa-2(1,4),5(1,4),6(1,4)-tribenzaheptaphane-7-carboxylic acid fluoride

Base Information

Chemical Name:1-tert-Butoxycarbonylamino-3-oxa-2(1,4),5(1,4),6(1,4)-tribenzaheptaphane-7-carboxylic acid fluoride
CAS No.:188051-29-8
Molecular Formula:C₂₇H₂₈FNO₄
Molecular Weight:449.522
Hs Code.:

Synonyms:1-tert-Butoxycarbonylamino-3-oxa-2(1,4),5(1,4),6(1,4)-tribenzaheptaphane-7-carboxylic acid fluoride

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Chemical Property of 1-tert-Butoxycarbonylamino-3-oxa-2(1,4),5(1,4),6(1,4)-tribenzaheptaphane-7-carboxylic acid fluoride

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Technology Process of 1-tert-Butoxycarbonylamino-3-oxa-2(1,4),5(1,4),6(1,4)-tribenzaheptaphane-7-carboxylic acid fluoride

There total 7 articles about 1-tert-Butoxycarbonylamino-3-oxa-2(1,4),5(1,4),6(1,4)-tribenzaheptaphane-7-carboxylic acid fluoride 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: 96.0%

: 169267-67-8
1-tert-Butoxycarbonylamino-3-oxa-2(1,4),5(1,4),6(1,4)-tribenzaheptaphane-7-carboxylic acid

: 188051-29-8
1-tert-Butoxycarbonylamino-3-oxa-2(1,4),5(1,4),6(1,4)-tribenzaheptaphane-7-carboxylic acid fluoride

Guidance literature:: With pyridine; trifluoro-[1,3,5]triazine; In acetonitrile;
DOI:10.1016/S0040-4039(97)00068-3

Reference yield:

: 873-75-6
4-bromobenzenemethanol

: 188051-29-8
1-tert-Butoxycarbonylamino-3-oxa-2(1,4),5(1,4),6(1,4)-tribenzaheptaphane-7-carboxylic acid fluoride

Guidance literature:: Multi-step reaction with 6 steps

1: 78 percent / DEAD, Ph₃P / tetrahydrofuran / Ambient temperature

2: 94 percent / BH₃*Me₂S / tetrahydrofuran / 48 h / Heating

3: 81 percent / Et₃N / CH₂Cl₂ / 1 h

4: 1.) Bu₃SnSnBu₃ / 1.) Pd(PPh₃)4, 2.) Pd(PPh₃)2Cl₂ / 1.) toluene, reflux, 5 h, 2.) toluene, reflux, 12 h

5: 92 percent / LiOH, H₂O / dioxane / 2 h

6: 96 percent / cyanuric fluoride, pyridine / acetonitrile / Ambient temperature

With pyridine; lithium hydroxide; trifluoro-[1,3,5]triazine; dimethylsulfide borane complex; water; bis(tri-n-butyltin); triethylamine; triphenylphosphine; diethylazodicarboxylate; bis-triphenylphosphine-palladium(II) chloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; 1,4-dioxane; dichloromethane; acetonitrile;
DOI:10.1002/(SICI)1521-3765(19990104)5:1<79::AID-CHEM79>3.0.CO;2-W

Reference yield:

: 169267-65-6
1-Bromo-8-tert-butoxycarbonylamino-7-oxo-3-oxa-6-aza-1(1,4),4(1,4)-dibenzaoctaphane

: 188051-29-8
1-tert-Butoxycarbonylamino-3-oxa-2(1,4),5(1,4),6(1,4)-tribenzaheptaphane-7-carboxylic acid fluoride

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) Bu₃SnSnBu₃ / 1.) Pd(PPh₃)4, 2.) Pd(PPh₃)2Cl₂ / 1.) toluene, reflux, 5 h, 2.) toluene, reflux, 12 h

2: 92 percent / LiOH, H₂O / dioxane / 2 h

3: 96 percent / cyanuric fluoride, pyridine / acetonitrile / Ambient temperature

With pyridine; lithium hydroxide; trifluoro-[1,3,5]triazine; water; bis(tri-n-butyltin); bis-triphenylphosphine-palladium(II) chloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,4-dioxane; acetonitrile;
DOI:10.1002/(SICI)1521-3765(19990104)5:1<79::AID-CHEM79>3.0.CO;2-W