Carbonic acid benzyl ester (3aR,8R,9R,9aR,9bR)-2,2,8-trimethyl-6-oxo-9-(2-trimethylsilanyl-ethanesulfonylamino)-4,6,8,9,9a,9b-hexahydro-3aH-[1,3]dioxolo[4,5-f]isochromen-5-yl ester

Base Information

Chemical Name:Carbonic acid benzyl ester (3aR,8R,9R,9aR,9bR)-2,2,8-trimethyl-6-oxo-9-(2-trimethylsilanyl-ethanesulfonylamino)-4,6,8,9,9a,9b-hexahydro-3aH-[1,3]dioxolo[4,5-f]isochromen-5-yl ester
CAS No.:180512-29-2
Molecular Formula:C₂₆H₃₇NO₉SSi
Molecular Weight:567.733
Hs Code.:

Carbonic acid benzyl ester (3aR,8R,9R,9aR,9bR)-2,2,8-trimethyl-6-oxo-9-(2-trimethylsilanyl-ethanesulfonylamino)-4,6,8,9,9a,9b-hexahydro-3aH-[1,3]dioxolo[4,5-f]isochromen-5-yl ester

Synonyms:Carbonic acid benzyl ester (3aR,8R,9R,9aR,9bR)-2,2,8-trimethyl-6-oxo-9-(2-trimethylsilanyl-ethanesulfonylamino)-4,6,8,9,9a,9b-hexahydro-3aH-[1,3]dioxolo[4,5-f]isochromen-5-yl ester

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Chemical Property of Carbonic acid benzyl ester (3aR,8R,9R,9aR,9bR)-2,2,8-trimethyl-6-oxo-9-(2-trimethylsilanyl-ethanesulfonylamino)-4,6,8,9,9a,9b-hexahydro-3aH-[1,3]dioxolo[4,5-f]isochromen-5-yl ester

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Technology Process of Carbonic acid benzyl ester (3aR,8R,9R,9aR,9bR)-2,2,8-trimethyl-6-oxo-9-(2-trimethylsilanyl-ethanesulfonylamino)-4,6,8,9,9a,9b-hexahydro-3aH-[1,3]dioxolo[4,5-f]isochromen-5-yl ester

There total 8 articles about Carbonic acid benzyl ester (3aR,8R,9R,9aR,9bR)-2,2,8-trimethyl-6-oxo-9-(2-trimethylsilanyl-ethanesulfonylamino)-4,6,8,9,9a,9b-hexahydro-3aH-[1,3]dioxolo[4,5-f]isochromen-5-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: 96.0%

: 501-53-1,94274-21-2
benzyl chloroformate

: 180512-16-7
2-Trimethylsilanyl-ethanesulfonic acid ((3aR,8R,9R,9aR,9bR)-5-hydroxy-2,2,8-trimethyl-6-oxo-4,6,8,9,9a,9b-hexahydro-3aH-[1,3]dioxolo[4,5-f]isochromen-9-yl)-amide

: 180512-29-2
Carbonic acid benzyl ester (3aR,8R,9R,9aR,9bR)-2,2,8-trimethyl-6-oxo-9-(2-trimethylsilanyl-ethanesulfonylamino)-4,6,8,9,9a,9b-hexahydro-3aH-[1,3]dioxolo[4,5-f]isochromen-5-yl ester

Guidance literature:: With sodium hydride; In tetrahydrofuran; for 1.5h; Ambient temperature;
DOI:10.1021/jo960579c

Reference yield:

: 106018-85-3
2-trimethylsilanyl-ethanesulfonyl chloride

: 180512-29-2
Carbonic acid benzyl ester (3aR,8R,9R,9aR,9bR)-2,2,8-trimethyl-6-oxo-9-(2-trimethylsilanyl-ethanesulfonylamino)-4,6,8,9,9a,9b-hexahydro-3aH-[1,3]dioxolo[4,5-f]isochromen-5-yl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 88 percent / BuLi, 1,10-phenanthroline / hexane; tetrahydrofuran / 30 h / 0 °C

2: 1.) ozone, 2.) pyridine, dimethyl sulfide / 1.) 20percent MeOH in CH₂Cl₂, -78 deg C, 2.) 3 deg C, overnight

3: 90 percent / NaOMe / methanol

4: 2.) NaH / 1.) THF, room temperature, 16 h, 2.) room temperature, 1 h

5: 96 percent / NaH / tetrahydrofuran / 1.5 h / Ambient temperature

With pyridine; n-butyllithium; 1,10-Phenanthroline; dimethylsulfide; sodium methylate; sodium hydride; ozone; In tetrahydrofuran; methanol; hexane;
DOI:10.1021/jo960579c

Reference yield:

: 105928-74-3
((3aR,8R,9R,9aR,9bR)-5-Hydroxy-2,2,8-trimethyl-6-oxo-4,6,8,9,9a,9b-hexahydro-3aH-[1,3]dioxolo[4,5-f]isochromen-9-yl)-carbamic acid benzyl ester

: 180512-29-2
Carbonic acid benzyl ester (3aR,8R,9R,9aR,9bR)-2,2,8-trimethyl-6-oxo-9-(2-trimethylsilanyl-ethanesulfonylamino)-4,6,8,9,9a,9b-hexahydro-3aH-[1,3]dioxolo[4,5-f]isochromen-5-yl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 57 percent / NH₄OH / H₂O

2: 69 percent / NaH / tetrahydrofuran / 1.) 0 deg C, 1 h, 2.) room temperature, 2 h

3: 90 percent / NaOMe / methanol

4: 2.) NaH / 1.) THF, room temperature, 16 h, 2.) room temperature, 1 h

5: 96 percent / NaH / tetrahydrofuran / 1.5 h / Ambient temperature

With ammonium hydroxide; sodium methylate; sodium hydride; In tetrahydrofuran; methanol; water;
DOI:10.1021/jo960579c