Benzoic acid (1S,2S,3R,4S)-3-(tert-butyl-dimethyl-silanyloxymethyl)-2-(2,2-dimethyl-[1,3]dioxolan-4-yl)-4-(tetrahydro-pyran-2-yloxy)-cyclopentyl ester

Base Information

Chemical Name:Benzoic acid (1S,2S,3R,4S)-3-(tert-butyl-dimethyl-silanyloxymethyl)-2-(2,2-dimethyl-[1,3]dioxolan-4-yl)-4-(tetrahydro-pyran-2-yloxy)-cyclopentyl ester
CAS No.:77540-92-2
Molecular Formula:C₂₉H₄₆O₇Si
Molecular Weight:534.766
Hs Code.:

Benzoic acid (1S,2S,3R,4S)-3-(tert-butyl-dimethyl-silanyloxymethyl)-2-(2,2-dimethyl-[1,3]dioxolan-4-yl)-4-(tetrahydro-pyran-2-yloxy)-cyclopentyl ester

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Chemical Property of Benzoic acid (1S,2S,3R,4S)-3-(tert-butyl-dimethyl-silanyloxymethyl)-2-(2,2-dimethyl-[1,3]dioxolan-4-yl)-4-(tetrahydro-pyran-2-yloxy)-cyclopentyl ester

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Technology Process of Benzoic acid (1S,2S,3R,4S)-3-(tert-butyl-dimethyl-silanyloxymethyl)-2-(2,2-dimethyl-[1,3]dioxolan-4-yl)-4-(tetrahydro-pyran-2-yloxy)-cyclopentyl ester

There total 4 articles about Benzoic acid (1S,2S,3R,4S)-3-(tert-butyl-dimethyl-silanyloxymethyl)-2-(2,2-dimethyl-[1,3]dioxolan-4-yl)-4-(tetrahydro-pyran-2-yloxy)-cyclopentyl 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:

: 58707-51-0,65025-95-8,81203-85-2,113566-26-0
(3aS,4R,5S,6aR)-4-(tert-Butyl-dimethyl-silanyloxymethyl)-5-(tetrahydro-pyran-2-yloxy)-hexahydro-cyclopenta[b]furan-2-one

: 77540-92-2,77610-60-7,82570-81-8
Benzoic acid (1S,2S,3R,4S)-3-(tert-butyl-dimethyl-silanyloxymethyl)-2-(2,2-dimethyl-[1,3]dioxolan-4-yl)-4-(tetrahydro-pyran-2-yloxy)-cyclopentyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 80 percent / MoO₅*pyridine*HMPA complex / -78 deg C -> r.t.

2: 80 percent / LAH / diethyl ether / 2 h / Heating

3: 60 percent / p-toluenesulfonic acid / benzene / 0.5 h / Ambient temperature

4: triphenylphosphine, diethyl azodicarboxylate / 0.5 h / Ambient temperature

With lithium aluminium tetrahydride; oxodiperoxymolybdenumpyridine hexamethylphosphoric triamide complex; toluene-4-sulfonic acid; triphenylphosphine; diethylazodicarboxylate; In diethyl ether; benzene;
DOI:10.1246/cl.1980.1247

Reference yield:

: 77540-89-7,77610-85-6,82536-32-1
1-[(1S,2R,3S,5R)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-5-hydroxy-3-(tetrahydro-pyran-2-yloxy)-cyclopentyl]-ethane-1,2-diol

: 77540-92-2,77610-60-7,82570-81-8
Benzoic acid (1S,2S,3R,4S)-3-(tert-butyl-dimethyl-silanyloxymethyl)-2-(2,2-dimethyl-[1,3]dioxolan-4-yl)-4-(tetrahydro-pyran-2-yloxy)-cyclopentyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 60 percent / p-toluenesulfonic acid / benzene / 0.5 h / Ambient temperature

2: triphenylphosphine, diethyl azodicarboxylate / 0.5 h / Ambient temperature

With toluene-4-sulfonic acid; triphenylphosphine; diethylazodicarboxylate; In benzene;
DOI:10.1246/cl.1980.1247

Reference yield:

: 77540-88-6,77610-56-1,82536-31-0
(3aR,4R,5S,6aR)-4-(tert-Butyl-dimethyl-silanyloxymethyl)-3-hydroxy-5-(tetrahydro-pyran-2-yloxy)-hexahydro-cyclopenta[b]furan-2-one

: 77540-92-2,77610-60-7,82570-81-8
Benzoic acid (1S,2S,3R,4S)-3-(tert-butyl-dimethyl-silanyloxymethyl)-2-(2,2-dimethyl-[1,3]dioxolan-4-yl)-4-(tetrahydro-pyran-2-yloxy)-cyclopentyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 80 percent / LAH / diethyl ether / 2 h / Heating

2: 60 percent / p-toluenesulfonic acid / benzene / 0.5 h / Ambient temperature

3: triphenylphosphine, diethyl azodicarboxylate / 0.5 h / Ambient temperature

With lithium aluminium tetrahydride; toluene-4-sulfonic acid; triphenylphosphine; diethylazodicarboxylate; In diethyl ether; benzene;
DOI:10.1246/cl.1980.1247