4,4-Bis-(bis-benzyloxy-phosphoryl)-butyric acid (3S,5S,8R,9S,10S,13S,14S)-10,13-dimethyl-17-oxo-hexadecahydro-cyclopenta[a]phenanthren-3-yl ester

Base Information

Chemical Name:4,4-Bis-(bis-benzyloxy-phosphoryl)-butyric acid (3S,5S,8R,9S,10S,13S,14S)-10,13-dimethyl-17-oxo-hexadecahydro-cyclopenta[a]phenanthren-3-yl ester
CAS No.:346722-73-4
Molecular Formula:C₅₁H₆₂O₉P₂
Molecular Weight:880.995
Hs Code.:

4,4-Bis-(bis-benzyloxy-phosphoryl)-butyric acid (3S,5S,8R,9S,10S,13S,14S)-10,13-dimethyl-17-oxo-hexadecahydro-cyclopenta[a]phenanthren-3-yl ester

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Chemical Property of 4,4-Bis-(bis-benzyloxy-phosphoryl)-butyric acid (3S,5S,8R,9S,10S,13S,14S)-10,13-dimethyl-17-oxo-hexadecahydro-cyclopenta[a]phenanthren-3-yl ester

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Technology Process of 4,4-Bis-(bis-benzyloxy-phosphoryl)-butyric acid (3S,5S,8R,9S,10S,13S,14S)-10,13-dimethyl-17-oxo-hexadecahydro-cyclopenta[a]phenanthren-3-yl ester

There total 5 articles about 4,4-Bis-(bis-benzyloxy-phosphoryl)-butyric acid (3S,5S,8R,9S,10S,13S,14S)-10,13-dimethyl-17-oxo-hexadecahydro-cyclopenta[a]phenanthren-3-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: 86.0%

: 481-29-8
Epiandrosterone

: 346722-71-2
tetrabenzyl 2-(2,2-dimethyl-1,3-dioxane-4,6-dione)ethylene bisphosphonate

: 346722-73-4
4,4-Bis-(bis-benzyloxy-phosphoryl)-butyric acid (3S,5S,8R,9S,10S,13S,14S)-10,13-dimethyl-17-oxo-hexadecahydro-cyclopenta[a]phenanthren-3-yl ester

Guidance literature:: In toluene; for 4h; Heating;
DOI:10.1021/jo001489h

Reference yield:

: 133918-47-5
tetrabenzyl methylenediphosphonate

: 346722-73-4
4,4-Bis-(bis-benzyloxy-phosphoryl)-butyric acid (3S,5S,8R,9S,10S,13S,14S)-10,13-dimethyl-17-oxo-hexadecahydro-cyclopenta[a]phenanthren-3-yl ester

Guidance literature:: Multi-step reaction with 4 steps

1: Et₂NH / 120 h / 20 °C

2: 5.10 g / pTSA / toluene / 16 h / Heating

3: 98 percent / DBU / tetrahydrofuran / 4 h / 20 °C

4: 86 percent / toluene / 4 h / Heating

With toluene-4-sulfonic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; diethylamine; In tetrahydrofuran; toluene;
DOI:10.1021/jo001489h

Reference yield:

: 100-51-6,185532-71-2
benzyl alcohol

: 346722-73-4
4,4-Bis-(bis-benzyloxy-phosphoryl)-butyric acid (3S,5S,8R,9S,10S,13S,14S)-10,13-dimethyl-17-oxo-hexadecahydro-cyclopenta[a]phenanthren-3-yl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 76 percent / pyridine / toluene / 0 - 20 °C

2: Et₂NH / 120 h / 20 °C

3: 5.10 g / pTSA / toluene / 16 h / Heating

4: 98 percent / DBU / tetrahydrofuran / 4 h / 20 °C

5: 86 percent / toluene / 4 h / Heating

With pyridine; toluene-4-sulfonic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; diethylamine; In tetrahydrofuran; toluene;
DOI:10.1021/jo001489h