4-[(trans-4-t-butoxycarbonylamino-1-cyclohexyl)-carbamoyl]-2-decanoylamino-butyric acid benzyl ester

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Chemical Name:4-[(trans-4-t-butoxycarbonylamino-1-cyclohexyl)-carbamoyl]-2-decanoylamino-butyric acid benzyl ester
CAS No.:289905-99-3
Molecular Formula:C₃₃H₅₃N₃O₆
Molecular Weight:587.8
Hs Code.:

Synonyms:4-[(trans-4-t-butoxycarbonylamino-1-cyclohexyl)-carbamoyl]-2-decanoylamino-butyric acid benzyl ester

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Chemical Property of 4-[(trans-4-t-butoxycarbonylamino-1-cyclohexyl)-carbamoyl]-2-decanoylamino-butyric acid benzyl ester

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Technology Process of 4-[(trans-4-t-butoxycarbonylamino-1-cyclohexyl)-carbamoyl]-2-decanoylamino-butyric acid benzyl ester

There total 9 articles about 4-[(trans-4-t-butoxycarbonylamino-1-cyclohexyl)-carbamoyl]-2-decanoylamino-butyric 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: 77.0%

: 177906-48-8
trans-N-Boc-1,4-cyclohexanediamine

: 289906-00-9
2-Decanoylamino-pentanedioic acid 1-benzyl ester

: 289905-99-3
4-[(trans-4-t-butoxycarbonylamino-1-cyclohexyl)-carbamoyl]-2-decanoylamino-butyric acid benzyl ester

Guidance literature:: With diethylphosphoryl cyanide; triethylamine; In tetrahydrofuran; at 0 - 22 ℃;
DOI:10.1016/S0968-0896(00)00069-9

Reference yield:

: 617-65-2,21675-62-7,23009-64-5,25104-13-6,84960-48-5,25513-46-6
Glutamic acid

: 289905-99-3
4-[(trans-4-t-butoxycarbonylamino-1-cyclohexyl)-carbamoyl]-2-decanoylamino-butyric acid benzyl ester

Guidance literature:: Multi-step reaction with 7 steps

1.1: chlorotrimethylsilane / 22 h / 22 °C

2.1: aq. Na₂CO₃ / dioxane / 0.08 h / 0 °C

2.2: 8.76 g / dioxane / 17 h / 22 °C

3.1: 5.70 g / KHCO₃ / dimethylformamide / 14 h / 22 °C

4.1: 2.68 g / Zn; AcOH / tetrahydrofuran / 1 h / 22 °C

5.1: 3.69 g / Et₃N / CH₂Cl₂ / 12 h / 22 °C

6.1: 557.2 mg / morpholine; Pd(PPh₃)4 / tetrahydrofuran / 0.5 h / 22 °C

7.1: 77 percent / Et₃N; diethylphosphoryl cyanide (DEPC) / tetrahydrofuran / 0 - 22 °C

With morpholine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; chloro-trimethyl-silane; diethylphosphoryl cyanide; sodium carbonate; potassium hydrogencarbonate; acetic acid; triethylamine; zinc; In tetrahydrofuran; 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide; 1.1: Esterification / 2.1: deprotonation / 2.2: Acylation / 3.1: Esterification / 4.1: deprotection / 5.1: Acylation / 6.1: deallylation / 7.1: Acylation;
DOI:10.1016/S0968-0896(00)00069-9

Reference yield:

: 24424-99-5
di-tert-butyl dicarbonate

: 289905-99-3
4-[(trans-4-t-butoxycarbonylamino-1-cyclohexyl)-carbamoyl]-2-decanoylamino-butyric acid benzyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 21 percent / acetonitrile / 12 h / 22 °C

2: 77 percent / Et₃N; diethylphosphoryl cyanide (DEPC) / tetrahydrofuran / 0 - 22 °C

With diethylphosphoryl cyanide; triethylamine; In tetrahydrofuran; acetonitrile; 1: Acylation / 2: Acylation;
DOI:10.1016/S0968-0896(00)00069-9