(3S,3aR,5R,5aS,5bR,9aR,11S,12aS,14aR,14bS)-3-(1-(4-chlorobenzyl)-1H-1,2,3-triazol-4-yl)-5,11,14b-tris(methoxymethoxy)-3a,8,8-trimethyltetradecahydro-6H-cyclopenta[7,8]phenanthro[4,4a-d][1,3]dioxin-12a(1H)-ol

Base Information

Chemical Name:(3S,3aR,5R,5aS,5bR,9aR,11S,12aS,14aR,14bS)-3-(1-(4-chlorobenzyl)-1H-1,2,3-triazol-4-yl)-5,11,14b-tris(methoxymethoxy)-3a,8,8-trimethyltetradecahydro-6H-cyclopenta[7,8]phenanthro[4,4a-d][1,3]dioxin-12a(1H)-ol
CAS No.:1526915-38-7
Molecular Formula:C₃₇H₅₄ClN₃O₉
Molecular Weight:720.303
Hs Code.:

(3S,3aR,5R,5aS,5bR,9aR,11S,12aS,14aR,14bS)-3-(1-(4-chlorobenzyl)-1H-1,2,3-triazol-4-yl)-5,11,14b-tris(methoxymethoxy)-3a,8,8-trimethyltetradecahydro-6H-cyclopenta[7,8]phenanthro[4,4a-d][1,3]dioxin-12a(1H)-ol

Synonyms:(3S,3aR,5R,5aS,5bR,9aR,11S,12aS,14aR,14bS)-3-(1-(4-chlorobenzyl)-1H-1,2,3-triazol-4-yl)-5,11,14b-tris(methoxymethoxy)-3a,8,8-trimethyltetradecahydro-6H-cyclopenta[7,8]phenanthro[4,4a-d][1,3]dioxin-12a(1H)-ol

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Chemical Property of (3S,3aR,5R,5aS,5bR,9aR,11S,12aS,14aR,14bS)-3-(1-(4-chlorobenzyl)-1H-1,2,3-triazol-4-yl)-5,11,14b-tris(methoxymethoxy)-3a,8,8-trimethyltetradecahydro-6H-cyclopenta[7,8]phenanthro[4,4a-d][1,3]dioxin-12a(1H)-ol

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Technology Process of (3S,3aR,5R,5aS,5bR,9aR,11S,12aS,14aR,14bS)-3-(1-(4-chlorobenzyl)-1H-1,2,3-triazol-4-yl)-5,11,14b-tris(methoxymethoxy)-3a,8,8-trimethyltetradecahydro-6H-cyclopenta[7,8]phenanthro[4,4a-d][1,3]dioxin-12a(1H)-ol

There total 6 articles about (3S,3aR,5R,5aS,5bR,9aR,11S,12aS,14aR,14bS)-3-(1-(4-chlorobenzyl)-1H-1,2,3-triazol-4-yl)-5,11,14b-tris(methoxymethoxy)-3a,8,8-trimethyltetradecahydro-6H-cyclopenta[7,8]phenanthro[4,4a-d][1,3]dioxin-12a(1H)-ol 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: 56.0%

: 27032-10-6
4-chlorobenzyl azide

: 1526915-36-5
(3R,3aR,5R,5aS,5bR,9aR,11S,12aS,14aR,14bS)-3-ethynyl-5,11,14b-tris(methoxymethoxy)-3a,8,8-trimethyltetradecahydro-6H-cyclopenta[7,8]phenanthro[4,4a-d][1,3]dioxin-12a(1H)-ol

: 1526915-38-7
(3S,3aR,5R,5aS,5bR,9aR,11S,12aS,14aR,14bS)-3-(1-(4-chlorobenzyl)-1H-1,2,3-triazol-4-yl)-5,11,14b-tris(methoxymethoxy)-3a,8,8-trimethyltetradecahydro-6H-cyclopenta[7,8]phenanthro[4,4a-d][1,3]dioxin-12a(1H)-ol

Guidance literature:: With copper(ll) sulfate pentahydrate; sodium L-ascorbate; In water; N,N-dimethyl-formamide; at 20 ℃; for 12h;
DOI:10.1021/acs.jmedchem.7b00925

Reference yield:

: 1526915-22-9
4-((3R,3aR,5R,5aS,5bR,9aR,11S,12aS,14aR,14bS)-12a-hydroxy-5,11,14b-tris(methoxymethoxy)-3a,8,8-trimethylhexadecahydro-6H-cyclopenta[7,8]phenanthro[4,4a-d][1,3]dioxin-3-yl)furan-2(5H)-one

: 1526915-38-7
(3S,3aR,5R,5aS,5bR,9aR,11S,12aS,14aR,14bS)-3-(1-(4-chlorobenzyl)-1H-1,2,3-triazol-4-yl)-5,11,14b-tris(methoxymethoxy)-3a,8,8-trimethyltetradecahydro-6H-cyclopenta[7,8]phenanthro[4,4a-d][1,3]dioxin-12a(1H)-ol

Guidance literature:: Multi-step reaction with 5 steps

1.1: ozone / dichloromethane / 3 h / -78 °C

1.2: 2 h / 20 °C / Inert atmosphere

1.3: 3 h / 20 °C

2.1: sodium tetrahydroborate / methanol / 0.5 h / 0 °C / Inert atmosphere

3.1: sodium periodate / water; tetrahydrofuran / 1 h / 20 °C

4.1: potassium carbonate / methanol / 3 h / 0 - 20 °C / Inert atmosphere

5.1: sodium L-ascorbate; copper(ll) sulfate pentahydrate / water; N,N-dimethyl-formamide / 12 h / 20 °C

With sodium tetrahydroborate; sodium periodate; copper(ll) sulfate pentahydrate; potassium carbonate; ozone; sodium L-ascorbate; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1021/acs.jmedchem.7b00925

Reference yield:

: 1526915-23-0
2-hydroxy-1-((3S,3aR,5R,5aS,5bR,9aR,11S,12aS,14aR,14bS)-12a-hydroxy-5,11,14b-tris(methoxymethoxy)-3a,8,8-trimethylhexadecahydro-6H-cyclopenta[7,8]phenanthro[4,4a-d][1,3]dioxin-3-yl)ethan-1-one

: 1526915-38-7
(3S,3aR,5R,5aS,5bR,9aR,11S,12aS,14aR,14bS)-3-(1-(4-chlorobenzyl)-1H-1,2,3-triazol-4-yl)-5,11,14b-tris(methoxymethoxy)-3a,8,8-trimethyltetradecahydro-6H-cyclopenta[7,8]phenanthro[4,4a-d][1,3]dioxin-12a(1H)-ol

Guidance literature:: Multi-step reaction with 4 steps

1: sodium tetrahydroborate / methanol / 0.5 h / 0 °C / Inert atmosphere

2: sodium periodate / water; tetrahydrofuran / 1 h / 20 °C

3: potassium carbonate / methanol / 3 h / 0 - 20 °C / Inert atmosphere

4: sodium L-ascorbate; copper(ll) sulfate pentahydrate / water; N,N-dimethyl-formamide / 12 h / 20 °C

With sodium tetrahydroborate; sodium periodate; copper(ll) sulfate pentahydrate; potassium carbonate; sodium L-ascorbate; In tetrahydrofuran; methanol; water; N,N-dimethyl-formamide;
DOI:10.1021/acs.jmedchem.7b00925