2-[(4aR,6S,7R,8R,8aS)-6-(4-Methoxy-phenoxy)-2,2-dimethyl-8-(3-triisopropylsilanyl-prop-2-ynyloxy)-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl]-isoindole-1,3-dione

Base Information

Chemical Name:2-[(4aR,6S,7R,8R,8aS)-6-(4-Methoxy-phenoxy)-2,2-dimethyl-8-(3-triisopropylsilanyl-prop-2-ynyloxy)-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl]-isoindole-1,3-dione
CAS No.:851385-31-4
Molecular Formula:C₃₆H₄₇NO₈Si
Molecular Weight:649.857
Hs Code.:

2-[(4aR,6S,7R,8R,8aS)-6-(4-Methoxy-phenoxy)-2,2-dimethyl-8-(3-triisopropylsilanyl-prop-2-ynyloxy)-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl]-isoindole-1,3-dione

Synonyms:2-[(4aR,6S,7R,8R,8aS)-6-(4-Methoxy-phenoxy)-2,2-dimethyl-8-(3-triisopropylsilanyl-prop-2-ynyloxy)-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl]-isoindole-1,3-dione

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Chemical Property of 2-[(4aR,6S,7R,8R,8aS)-6-(4-Methoxy-phenoxy)-2,2-dimethyl-8-(3-triisopropylsilanyl-prop-2-ynyloxy)-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl]-isoindole-1,3-dione

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Technology Process of 2-[(4aR,6S,7R,8R,8aS)-6-(4-Methoxy-phenoxy)-2,2-dimethyl-8-(3-triisopropylsilanyl-prop-2-ynyloxy)-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl]-isoindole-1,3-dione

There total 8 articles about 2-[(4aR,6S,7R,8R,8aS)-6-(4-Methoxy-phenoxy)-2,2-dimethyl-8-(3-triisopropylsilanyl-prop-2-ynyloxy)-hexahydro-pyrano[3,2-d][1,3]dioxin-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: 22.0%

: 13154-24-0
triisopropylsilyl chloride

: 851385-17-6
2-[(4aR,6S,7R,8R,8aS)-6-(4-Methoxy-phenoxy)-2,2-dimethyl-8-prop-2-ynyloxy-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl]-isoindole-1,3-dione

: 851385-31-4
2-[(4aR,6S,7R,8R,8aS)-6-(4-Methoxy-phenoxy)-2,2-dimethyl-8-(3-triisopropylsilanyl-prop-2-ynyloxy)-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl]-isoindole-1,3-dione

Guidance literature:: With n-butyllithium; In tetrahydrofuran;

Reference yield:

: 85-44-9
phthalic anhydride

: 851385-31-4
2-[(4aR,6S,7R,8R,8aS)-6-(4-Methoxy-phenoxy)-2,2-dimethyl-8-(3-triisopropylsilanyl-prop-2-ynyloxy)-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl]-isoindole-1,3-dione

Guidance literature:: Multi-step reaction with 6 steps

1.1: NaOMe / methanol

1.2: Et₃N / methanol

1.3: 59 percent / DMAP; pyridine

2.1: 73 percent / TMSOTf / 1,2-dichloro-ethane

3.1: NaOMe / methanol

4.1: TsOH / dimethylformamide

5.1: 60 percent / NaH / dimethylformamide

6.1: 22 percent / n-BuLi / tetrahydrofuran

With n-butyllithium; trimethylsilyl trifluoromethanesulfonate; sodium methylate; sodium hydride; toluene-4-sulfonic acid; In tetrahydrofuran; methanol; 1,2-dichloro-ethane; N,N-dimethyl-formamide;

Reference yield:

: 10022-13-6
1,3,4,6-tetra-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranose

: 851385-31-4
2-[(4aR,6S,7R,8R,8aS)-6-(4-Methoxy-phenoxy)-2,2-dimethyl-8-(3-triisopropylsilanyl-prop-2-ynyloxy)-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl]-isoindole-1,3-dione

Guidance literature:: Multi-step reaction with 5 steps

1: 73 percent / TMSOTf / 1,2-dichloro-ethane

2: NaOMe / methanol

3: TsOH / dimethylformamide

4: 60 percent / NaH / dimethylformamide

5: 22 percent / n-BuLi / tetrahydrofuran

With n-butyllithium; trimethylsilyl trifluoromethanesulfonate; sodium methylate; sodium hydride; toluene-4-sulfonic acid; In tetrahydrofuran; methanol; 1,2-dichloro-ethane; N,N-dimethyl-formamide;