allylcarbamic acid 3-(4-((5R,8S,11R,13S,14S,17S)-5,17-dihydroxy-5',5',13-trimethyl-17-pentafluoroethyl-1,2,4,5,6,7,8,11,12,13,14,15,16,17-tetradecahydrospiro[cyclopenta[a]phenanthrene-3,2'-[1,3]dioxan]-11-yl)phenyl)prop-2-yn-1-yl ester

Base Information

• Chemical Name: allylcarbamic acid 3-(4-((5R,8S,11R,13S,14S,17S)-5,17-dihydroxy-5',5',13-trimethyl-17-pentafluoroethyl-1,2,4,5,6,7,8,11,12,13,14,15,16,17-tetradecahydrospiro[cyclopenta[a]phenanthrene-3,2'-[1,3]dioxan]-11-yl)phenyl)prop-2-yn-1-yl ester
• CAS No.: 1262017-42-4
• Molecular Formula: C₃₈H₄₆F₅NO₆
• Molecular Weight: 707.778

Synonyms:allylcarbamic acid 3-(4-((5R,8S,11R,13S,14S,17S)-5,17-dihydroxy-5',5',13-trimethyl-17-pentafluoroethyl-1,2,4,5,6,7,8,11,12,13,14,15,16,17-tetradecahydrospiro[cyclopenta[a]phenanthrene-3,2'-[1,3]dioxan]-11-yl)phenyl)prop-2-yn-1-yl ester

Chemical Property of allylcarbamic acid 3-(4-((5R,8S,11R,13S,14S,17S)-5,17-dihydroxy-5',5',13-trimethyl-17-pentafluoroethyl-1,2,4,5,6,7,8,11,12,13,14,15,16,17-tetradecahydrospiro[cyclopenta[a]phenanthrene-3,2'-[1,3]dioxan]-11-yl)phenyl)prop-2-yn-1-yl ester

Chemical Property:

Purity/Quality:

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Technology Process of allylcarbamic acid 3-(4-((5R,8S,11R,13S,14S,17S)-5,17-dihydroxy-5',5',13-trimethyl-17-pentafluoroethyl-1,2,4,5,6,7,8,11,12,13,14,15,16,17-tetradecahydrospiro[cyclopenta[a]phenanthrene-3,2'-[1,3]dioxan]-11-yl)phenyl)prop-2-yn-1-yl ester

There total 7 articles about allylcarbamic acid 3-(4-((5R,8S,11R,13S,14S,17S)-5,17-dihydroxy-5',5',13-trimethyl-17-pentafluoroethyl-1,2,4,5,6,7,8,11,12,13,14,15,16,17-tetradecahydrospiro[cyclopenta[a]phenanthrene-3,2'-[1,3]dioxan]-11-yl)phenyl)prop-2-yn-1-yl 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:

(5R,8S,11R,13S,14S,17S)-11-[4-(3-hydroxyprop-1-yn-1-yl)phenyl]-5',5',13-trimethyl-17-(pentafluoroethyl)-1,2,3,4,6,7,8,11,12,13,14,15,16,17-tetradecahydro-spiro[cyclopenta[a]phenanthrene-3,2'-[1,3]dioxane]-5,17-diol (1262017-09-3) + allylisocyanate (1476-23-9) → allylcarbamic acid 3-(4-((5R,8S,11R,13S,14S,17S)-5,17-dihydroxy-5',5',13-trimethyl-17-pentafluoroethyl-1,2,4,5,6,7,8,11,12,13,14,15,16,17-tetradecahydrospiro[cyclopenta[a]phenanthrene-3,2'-[1,3]dioxan]-11-yl)phenyl)prop-2-yn-1-yl ester (1262017-42-4)

Guidance literature:

In dichloromethane; at 23 ℃; for 84h;

Reference yield:

p-benzyloxyphenylbromide (6793-92-6) → allylcarbamic acid 3-(4-((5R,8S,11R,13S,14S,17S)-5,17-dihydroxy-5',5',13-trimethyl-17-pentafluoroethyl-1,2,4,5,6,7,8,11,12,13,14,15,16,17-tetradecahydrospiro[cyclopenta[a]phenanthrene-3,2'-[1,3]dioxan]-11-yl)phenyl)prop-2-yn-1-yl ester (1262017-42-4)

Guidance literature:

Multi-step reaction with 5 steps

1.1: magnesium / tetrahydrofuran / 50 - 80 °C

1.2: 16 h / 0 - 23 °C

2.1: ammonium formate / palladium 10% on activated carbon / methanol / 2 h / 23 °C

3.1: n-butyllithium / hexane; tetrahydrofuran / 0.5 h / -10 - 0 °C

3.2: 1.5 h / 0 °C

3.3: 16 h / 23 °C

4.1: piperidine / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / tetrahydrofuran / 1 h / 80 °C

5.1: dichloromethane / 84 h / 23 °C

With piperidine; n-butyllithium; ammonium formate; magnesium; tetrakis(triphenylphosphine) palladium⁽⁰⁾; palladium 10% on activated carbon; In tetrahydrofuran; methanol; hexane; dichloromethane;

Reference yield:

(5R,8S,11R,13S,14S,17S)-11-[4-hydroxyphenyl]-5′,5′,13-trimethyl-17-(pentafluoroethyl)-1,2,6,7,8,11,12,13,14,15,16,17-dodecahydrospiro[cyclopenta[a]phenanthrene-3,2′-[1,3]dioxane]-5,17(4H)-diol (1262017-12-8) → allylcarbamic acid 3-(4-((5R,8S,11R,13S,14S,17S)-5,17-dihydroxy-5',5',13-trimethyl-17-pentafluoroethyl-1,2,4,5,6,7,8,11,12,13,14,15,16,17-tetradecahydrospiro[cyclopenta[a]phenanthrene-3,2'-[1,3]dioxan]-11-yl)phenyl)prop-2-yn-1-yl ester (1262017-42-4)

Guidance literature:

Multi-step reaction with 3 steps

1.1: n-butyllithium / hexane; tetrahydrofuran / 0.5 h / -10 - 0 °C

1.2: 1.5 h / 0 °C

1.3: 16 h / 23 °C

2.1: piperidine / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / tetrahydrofuran / 1 h / 80 °C

3.1: dichloromethane / 84 h / 23 °C

With piperidine; n-butyllithium; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; hexane; dichloromethane;

upstream raw materials:

(5R,8S,11R,13S,14S,17S)-11-[4-(3-hydroxyprop-1-yn-1-yl)phenyl]-5',5',13-trimethyl-17-(pentafluoroethyl)-1,2,3,4,6,7,8,11,12,13,14,15,16,17-tetradecahydro-spiro[cyclopenta[a]phenanthrene-3,2'-[1,3]dioxane]-5,17-diol

allylisocyanate

p-benzyloxyphenylbromide

(5R,8S,11R,13S,14S,17S)-11-[4-hydroxyphenyl]-5′,5′,13-trimethyl-17-(pentafluoroethyl)-1,2,6,7,8,11,12,13,14,15,16,17-dodecahydrospiro[cyclopenta[a]phenanthrene-3,2′-[1,3]dioxane]-5,17(4H)-diol

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