(1R,2S,3S,4R,5R,6R,7S,9S,10R)-{6,7-anhydro-1,2,3,4-tetra-benzyloxy-9-[(1'S)-5,5-dimethyl-2,4-dioxolane-1'-yl]}decalin

Base Information

Chemical Name:(1R,2S,3S,4R,5R,6R,7S,9S,10R)-{6,7-anhydro-1,2,3,4-tetra-benzyloxy-9-[(1'S)-5,5-dimethyl-2,4-dioxolane-1'-yl]}decalin
CAS No.:1005003-09-7
Molecular Formula:C₄₃H₄₈O₇
Molecular Weight:676.85
Hs Code.:

Synonyms:(1R,2S,3S,4R,5R,6R,7S,9S,10R)-{6,7-anhydro-1,2,3,4-tetra-benzyloxy-9-[(1'S)-5,5-dimethyl-2,4-dioxolane-1'-yl]}decalin

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Chemical Property of (1R,2S,3S,4R,5R,6R,7S,9S,10R)-{6,7-anhydro-1,2,3,4-tetra-benzyloxy-9-[(1'S)-5,5-dimethyl-2,4-dioxolane-1'-yl]}decalin

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Technology Process of (1R,2S,3S,4R,5R,6R,7S,9S,10R)-{6,7-anhydro-1,2,3,4-tetra-benzyloxy-9-[(1'S)-5,5-dimethyl-2,4-dioxolane-1'-yl]}decalin

There total 4 articles about (1R,2S,3S,4R,5R,6R,7S,9S,10R)-{6,7-anhydro-1,2,3,4-tetra-benzyloxy-9-[(1'S)-5,5-dimethyl-2,4-dioxolane-1'-yl]}decalin 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: 52.0%

: (1R,2S,3S,4R,5S,9S,10R)-{1,2,3,4-tetra-benzyloxy-6,7-ene-9-[(1'S)-5,5-dimethyl-2,4-dioxolane-1'-yl]}decalin

: (1R,2S,3S,4R,5R,6S,7R,9S,10R)-{6,7-anhydro-1,2,3,4-tetra-benzyloxy-9-[(1'S)-5,5-dimethyl-2,4-dioxolane-1'-yl]}decalin

: 1005003-09-7
(1R,2S,3S,4R,5R,6R,7S,9S,10R)-{6,7-anhydro-1,2,3,4-tetra-benzyloxy-9-[(1'S)-5,5-dimethyl-2,4-dioxolane-1'-yl]}decalin

Guidance literature:: With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 20 ℃; for 24h;
DOI:10.1016/S0957-4166(01)00288-9

Reference yield:

: 100-39-0
benzyl bromide

: 1005003-09-7
(1R,2S,3S,4R,5R,6R,7S,9S,10R)-{6,7-anhydro-1,2,3,4-tetra-benzyloxy-9-[(1'S)-5,5-dimethyl-2,4-dioxolane-1'-yl]}decalin

Guidance literature:: Multi-step reaction with 2 steps

1: 90 percent / NaH / dimethylformamide

2: 27 percent / MCPBA / CH₂Cl₂ / 24 h / 20 °C

With sodium hydride; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0957-4166(01)00288-9

Reference yield:

: 202120-67-0
(2R,3S,4R,5S,9S,10R)-{1-keto-2,3,4-tri-benzyloxy-6,7-ene-9-[(1'S)-5,5-dimethyl-2,4-dioxolane-1'-yl]}decalin

: 1005003-09-7
(1R,2S,3S,4R,5R,6R,7S,9S,10R)-{6,7-anhydro-1,2,3,4-tetra-benzyloxy-9-[(1'S)-5,5-dimethyl-2,4-dioxolane-1'-yl]}decalin

Guidance literature:: Multi-step reaction with 3 steps

1: 93 percent / NaBH₄ / tetrahydrofuran; methanol; H₂O / 0.5 h / 20 °C

2: 90 percent / NaH / dimethylformamide

3: 27 percent / MCPBA / CH₂Cl₂ / 24 h / 20 °C

With sodium tetrahydroborate; sodium hydride; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1016/S0957-4166(01)00288-9