11-(N-Cbz-L-alanyl)amino-23-O-benzotriazolyloxycarbonyl-25,27-dihydroxy-26,28-dipropoxypentacyclo[19.3.1.1^3,7.1^9,13.1^15,19]octacosa-1⁽²⁵⁾,3,5,7⁽²⁸⁾,9,11,13⁽²⁷⁾,15,17,19⁽²⁶⁾,21,23-dodecene

Base Information

• Chemical Name: 11-(N-Cbz-L-alanyl)amino-23-O-benzotriazolyloxycarbonyl-25,27-dihydroxy-26,28-dipropoxypentacyclo[19.3.1.1^3,7.1^9,13.1^15,19]octacosa-1⁽²⁵⁾,3,5,7⁽²⁸⁾,9,11,13⁽²⁷⁾,15,17,19⁽²⁶⁾,21,23-dodecene
• CAS No.: 702699-89-6
• Molecular Formula: C₅₂H₅₁N₅O₉
• Molecular Weight: 890.005

Synonyms:11-(N-Cbz-L-alanyl)amino-23-O-benzotriazolyloxycarbonyl-25,27-dihydroxy-26,28-dipropoxypentacyclo[19.3.1.1^3,7.1^9,13.1^15,19]octacosa-1⁽²⁵⁾,3,5,7⁽²⁸⁾,9,11,13⁽²⁷⁾,15,17,19⁽²⁶⁾,21,23-dodecene

Chemical Property of 11-(N-Cbz-L-alanyl)amino-23-O-benzotriazolyloxycarbonyl-25,27-dihydroxy-26,28-dipropoxypentacyclo[19.3.1.1^3,7.1^9,13.1^15,19]octacosa-1⁽²⁵⁾,3,5,7⁽²⁸⁾,9,11,13⁽²⁷⁾,15,17,19⁽²⁶⁾,21,23-dodecene

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Technology Process of 11-(N-Cbz-L-alanyl)amino-23-O-benzotriazolyloxycarbonyl-25,27-dihydroxy-26,28-dipropoxypentacyclo[19.3.1.1^3,7.1^9,13.1^15,19]octacosa-1⁽²⁵⁾,3,5,7⁽²⁸⁾,9,11,13⁽²⁷⁾,15,17,19⁽²⁶⁾,21,23-dodecene

There total 6 articles about 11-(N-Cbz-L-alanyl)amino-23-O-benzotriazolyloxycarbonyl-25,27-dihydroxy-26,28-dipropoxypentacyclo[19.3.1.1^3,7.1^9,13.1^15,19]octacosa-1⁽²⁵⁾,3,5,7⁽²⁸⁾,9,11,13⁽²⁷⁾,15,17,19⁽²⁶⁾,21,23-dodecene 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: 72.0%

N-Cbz-Ala (1142-20-7) + O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate (94790-37-1) + 11-amino-23-hydroxycarbonyl-25,27-dihydroxy-26,28-dipropoxypentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(25),3,5,7(28),9,11,13(27),15,17,19(26),21,23-dodecene (702699-88-5) → 11-(N-Cbz-L-alanyl)amino-23-O-benzotriazolyloxycarbonyl-25,27-dihydroxy-26,28-dipropoxypentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(25),3,5,7(28),9,11,13(27),15,17,19(26),21,23-dodecene (702699-89-6)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃;

DOI:10.1002/ejoc.200700943

Reference yield:

25,27-dihydroxy-26,28-dipropoxycalix[4]arene (143406-35-3,162301-48-6) → 11-(N-Cbz-L-alanyl)amino-23-O-benzotriazolyloxycarbonyl-25,27-dihydroxy-26,28-dipropoxypentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(25),3,5,7(28),9,11,13(27),15,17,19(26),21,23-dodecene (702699-89-6)

Guidance literature:

Multi-step reaction with 5 steps

1: 45 percent / HNO₃; AcOH / CH₂Cl₂ / 0.75 h / 20 °C

2: 85 percent / SnCl₄ / CHCl₃ / 3 h / 20 °C

3: 86 percent / aq. H₂NSO₃H; NaClO₂ / CHCl₃; acetone / 18 h / 20 °C

4: NH₂NH₂*H₂O / Pd/C / ethanol / 3 h / 60 °C

5: 113 mg / Et₃N / CH₂Cl₂ / 2 h / 20 °C

With sodium chlorite; aminosulfonic acid; nitric acid; tin(IV) chloride; hydrazine hydrate; acetic acid; triethylamine; palladium on activated charcoal; In ethanol; dichloromethane; chloroform; acetone;

DOI:10.1021/ja031511z

Reference yield:

11-nitro-23-formyl-25,27-dihydroxy-26,28-dipropoxypentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(25),3,5,7(28),9,11,13(27),15,17,19(26),21,23-dodecene (297161-33-2) → 11-(N-Cbz-L-alanyl)amino-23-O-benzotriazolyloxycarbonyl-25,27-dihydroxy-26,28-dipropoxypentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(25),3,5,7(28),9,11,13(27),15,17,19(26),21,23-dodecene (702699-89-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 86 percent / aq. H₂NSO₃H; NaClO₂ / CHCl₃; acetone / 18 h / 20 °C

2: NH₂NH₂*H₂O / Pd/C / ethanol / 3 h / 60 °C

3: 113 mg / Et₃N / CH₂Cl₂ / 2 h / 20 °C

With sodium chlorite; aminosulfonic acid; hydrazine hydrate; triethylamine; palladium on activated charcoal; In ethanol; dichloromethane; chloroform; acetone;

DOI:10.1021/ja031511z

upstream raw materials:

N-Cbz-Ala

O-(benzotriazol-1-yl)-N,N,N,N-tetramethyluroniumhexafluorophosphate

11-amino-23-hydroxycarbonyl-25,27-dihydroxy-26,28-dipropoxypentacyclo[19.3.1.1^3,7.1^9,13.1^15,19]octacosa-1⁽²⁵⁾,3,5,7⁽²⁸⁾,9,11,13⁽²⁷⁾,15,17,19⁽²⁶⁾,21,23-dodecene

25,27-dihydroxy-26,28-dipropoxycalix[4]arene

Downstream raw materials:

C₅₀H₅₅N₃O₁₀

C₅₆H₅₉N₃O₁₀

11-(N-Cbz-L-alanyl)amino-23-butylaminocarbonyl-25,27-dihydroxy-26,28-dipropoxycalix[4]arene

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