2-[(3aR,4R,6R,7R,7aR)-4-Benzyloxymethyl-2-oxo-6-(2-trimethylsilanyl-ethoxy)-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-yl]-isoindole-1,3-dione

Base Information

Chemical Name:2-[(3aR,4R,6R,7R,7aR)-4-Benzyloxymethyl-2-oxo-6-(2-trimethylsilanyl-ethoxy)-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-yl]-isoindole-1,3-dione
CAS No.:187746-16-3
Molecular Formula:C₂₇H₃₁NO₈Si
Molecular Weight:525.631
Hs Code.:

Synonyms:2-[(3aR,4R,6R,7R,7aR)-4-Benzyloxymethyl-2-oxo-6-(2-trimethylsilanyl-ethoxy)-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-yl]-isoindole-1,3-dione

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Chemical Property of 2-[(3aR,4R,6R,7R,7aR)-4-Benzyloxymethyl-2-oxo-6-(2-trimethylsilanyl-ethoxy)-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-yl]-isoindole-1,3-dione

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Technology Process of 2-[(3aR,4R,6R,7R,7aR)-4-Benzyloxymethyl-2-oxo-6-(2-trimethylsilanyl-ethoxy)-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-yl]-isoindole-1,3-dione

There total 3 articles about 2-[(3aR,4R,6R,7R,7aR)-4-Benzyloxymethyl-2-oxo-6-(2-trimethylsilanyl-ethoxy)-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-yl]-isoindole-1,3-dione 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: 65.0%

: 187746-15-2
Phenyl-carbamic acid (2R,3S,4R,5R,6R)-2-benzyloxymethyl-5-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-3-hydroxy-6-(2-trimethylsilanyl-ethoxy)-tetrahydro-pyran-4-yl ester

: 187746-16-3
2-[(3aR,4R,6R,7R,7aR)-4-Benzyloxymethyl-2-oxo-6-(2-trimethylsilanyl-ethoxy)-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-yl]-isoindole-1,3-dione

Guidance literature:: With 4,4'-diaminostilbene-2,2'-disulfonic acid; In tetrahydrofuran; at 50 ℃;
DOI:10.1016/S0008-6215(96)00229-7

Reference yield:

: 117253-00-6
2-(trimethylsilyl)ethyl 4,6-O-benzylidene-2-deoxy-2-phthalimido-β-D-glucopyranoside

: 187746-16-3
2-[(3aR,4R,6R,7R,7aR)-4-Benzyloxymethyl-2-oxo-6-(2-trimethylsilanyl-ethoxy)-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-yl]-isoindole-1,3-dione

Guidance literature:: Multi-step reaction with 3 steps

1: DMAP, pyridine / 1,2-dichloro-ethane / 50 °C

2: 79 percent / NaCNBH₃, HC / tetrahydrofuran; diethyl ether

3: 65 percent / DAST / tetrahydrofuran / 50 °C

With pyridine; dmap; HYDROCORTISONE; sodium cyanoborohydride; 4,4'-diaminostilbene-2,2'-disulfonic acid; In tetrahydrofuran; diethyl ether; 1,2-dichloro-ethane;
DOI:10.1016/S0008-6215(96)00229-7

Reference yield:

: Phenyl-carbamic acid (4aR,6R,7R,8R,8aS)-7-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-2-phenyl-6-(2-trimethylsilanyl-ethoxy)-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester

: 187746-16-3
2-[(3aR,4R,6R,7R,7aR)-4-Benzyloxymethyl-2-oxo-6-(2-trimethylsilanyl-ethoxy)-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-yl]-isoindole-1,3-dione

Guidance literature:: Multi-step reaction with 2 steps

1: 79 percent / NaCNBH₃, HC / tetrahydrofuran; diethyl ether

2: 65 percent / DAST / tetrahydrofuran / 50 °C

With HYDROCORTISONE; sodium cyanoborohydride; 4,4'-diaminostilbene-2,2'-disulfonic acid; In tetrahydrofuran; diethyl ether;
DOI:10.1016/S0008-6215(96)00229-7