107207-31-8

Basic information

• Product Name: (2R,3R)-2,4-isopropylidenedioxy-3-(4-methoxybenzyloxy)butanol
• Synonyms: (2R,3R)-2,4-isopropylidenedioxy-3-(4-methoxybenzyloxy)butanol
• CAS NO: 107207-31-8
• Molecular Weight: 282.337
• Mol File: 107207-31-8.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: (2R,3R)-2,4-isopropylidenedioxy-3-(4-methoxybenzyloxy)butanol(CAS DataBase Reference)
• NIST Chemistry Reference: (2R,3R)-2,4-isopropylidenedioxy-3-(4-methoxybenzyloxy)butanol(107207-31-8)
• EPA Substance Registry System: (2R,3R)-2,4-isopropylidenedioxy-3-(4-methoxybenzyloxy)butanol(107207-31-8)

Safety Data

• Hazardous Substances Data: 107207-31-8(Hazardous Substances Data)

Upstream product

• 824-94-2 p-methoxybenzyl chloride 
• 113643-37-1 (3aR,6S,6aR)-5-Benzyloxymethyl-6-(4-methoxy-benzyloxy)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxole 
• 69940-04-1 1-[(3aR,6S,6aR)-6-(4-Methoxy-benzyloxy)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl]-ethane-1,2-diol 
• 82529-87-1 (3aR,6S,6aR)-6-(4-Methoxy-benzyloxy)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxole-5-carbaldehyde 
• 109536-52-9 [(3aR,6S,6aR)-6-(4-Methoxy-benzyloxy)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl]-methanol 
• 113643-37-1 5-O-benzyl-1,2-O-isopropylidene-3-O-(4-methoxybenzyl)-α-D-xylofuranose 
• 126394-08-9 (2S,3R)-4-benzyloxy-3-formyloxy-2-(4-methoxybenzyloxy)butanal 
• 126394-07-8 3-O-(4-methoxybenzyl)-5-O-benzyl-α-D-xylofuranose 
• 126394-09-0 (2S,3R)-4-benzyloxy-2-(4-methoxybenzyloxy)butane-1,3-diol 
• 126394-06-7 1,2-O-isopropylidene-3-O-(4-methoxybenzyl)-α-D-xylofuranose 
• 82529-87-1 (3aR,5S,6S,6aR)-6-(4-methoxybenzyloxy)-tetrahydro-2,2-dimethylfuro[2,3-d][1,3]dioxole-5-carbaldehyde 
• 115693-78-2 1,2:5,6-di-O-isopropylidene-3-O-(4-methoxybenzyl)-α-D-glucofuranose 
• 109536-51-8 1,2-O-isopropylidene-3-O-(4-methoxybenzyl)-α-D-glucofuranose 
• 107207-30-7 (4R,5R)-4-Benzyloxymethyl-5-(4-methoxy-benzyloxy)-2,2-dimethyl-[1,3]dioxane 

Downstream Products

• 113643-38-2 (2R,3R)-2,4-isopropylidenedioxy-3-(4-methoxybenzyloxy)butanal 
• 126394-14-7 (Z)-1-((2R,5R,6S)-5-Benzyloxy-5-ethyl-6-methyl-tetrahydro-pyran-2-yl)-3-[(4R,5R)-5-(4-methoxy-benzyloxy)-2,2-dimethyl-[1,3]dioxan-4-yl]-propenone 
• 126394-14-7 (E)-1-((2R,5R,6S)-5-Benzyloxy-5-ethyl-6-methyl-tetrahydro-pyran-2-yl)-3-[(4R,5R)-5-(4-methoxy-benzyloxy)-2,2-dimethyl-[1,3]dioxan-4-yl]-propenone 
• 120269-74-1 (2R,3R,6S)-6-((2R,5R,6S)-5-Benzyloxy-5-ethyl-6-methyl-tetrahydro-pyran-2-yl)-2-(4-methoxy-benzyloxy)-heptane-1,3,6-triol 
• 113656-58-9 (1R,5R,7S,8S,9S,10R)-1-<(2RS,5S)-5-<(2R,5R,6S)-5-benzyloxy-5-ethyl-6-methyltetrahydropyran-2-yl>-2-methoxy-5-methyltetrahydrofuran-2-yl>-9-ethyl-8,10-isopropylidenedioxy-1-(4-methoxybenzyloxy)-5,7-dimethyldodec-2-yn-4-one 
• 113643-45-1 (1Z,3R)-1-<(3R,5R,6S)-6-<(1R,2R)-2-acetoxy-1-ethylbutyl>-2-methoxy-3,5-dimethyltetrahydropyran-2-yl>-3-<(5S)-5-<(2R,5R,6S)-5-benzyloxy-5-ethyl-6-methyltetrahydropyran-2-yl>-2-methoxy-5-methyltetrahydrofuran-2-yl>-3-(4-methoxybenzyloxy)prop-1-ene 
• 113643-44-0 (R)-1-<(3R,5R,6S)-6-<(1R,2R)-2-acetoxy-1-ethylbutyl>-2-methoxy-3,5-dimethyltetrahydropyran-2-yl>-3-<(5S)-5-<(2R,5R,6S)-5-benzyloxy-5-ethyl-6-methyltetrahydropyran-2-yl>-2-methoxy-5-methyltetrahydrofuran-2-yl>-3-(4-methoxybenzyloxy)prop-1-yne 
• 126365-86-4 (1R,5R,7S)-1-[(S)-5-((2R,5R,6S)-5-Benzyloxy-5-ethyl-6-methyl-tetrahydro-pyran-2-yl)-2-methoxy-5-methyl-tetrahydro-furan-2-yl]-7-((4S,5S,6R)-5,6-diethyl-2,2-dimethyl-[1,3]dioxan-4-yl)-1-(4-methoxy-benzyloxy)-5-methyl-oct-2-yn-4-ol 
• 113643-43-9 (3R,4S)-4-{(2S,3S,5R)-6-[(R)-3-[(S)-5-((2R,5R,6S)-5-Benzyloxy-5-ethyl-6-methyl-tetrahydro-pyran-2-yl)-2-methoxy-5-methyl-tetrahydro-furan-2-yl]-3-(4-methoxy-benzyloxy)-prop-1-ynyl]-6-methoxy-3,5-dimethyl-tetrahydro-pyran-2-yl}-hexan-3-ol 
• 113656-57-8 (2S,5R,6R)-2-<(2R,5R,6S)-5-benzyloxy-5-ethyl-6-methyltetrahydropyran-2-yl>-7-tert-butyldimethylsilyloxy-6-(4-methoxybenzyloxy)heptane-2,5-diol 
• 113643-41-7 (2S,5R,6R)-2-<(2R,5R,6S)-5-benzyloxy-5-ethyl-6-methyltetrahydropyran-2-yl>-5,7-isopropylidenedioxy-6-(4-methoxybenzyloxy)heptan-2-ol 
• 113643-42-8 (R)-3-<(2R,5S)-5-<(2R,5R,6S)-5-benzyloxy-5-ethyl-6-methyltetrahydropyran-yl>-2-methoxy-5-methyltetrahydrofuran-2-yl>-3-(4-methoxybenzyloxy)prop-1-yne 
• 113981-32-1 (4R,5R)-1-<(2R,5R,6S)-5-benzyloxy-5-ethyl-6-methyltetrahydropyran-2-yl>-4,6-isopropylidenedioxy-5-(4-methoxybenzyloxy)hexan-1-one 

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ON THE SELECTIVITY OF DEPROTECTION OF BENZYL, MPM (4-METHOXYBENZYL)AND DMPM (3,4-DIMETHOXYBENZYL) PROTECTING GROUPS FOR HYDROXY FUNCTIONS

The 4-methoxybenzyl (MPM) protecting group for hydroxy functions is readily removed with DDQ in dichloromethane containing a small amount of water at room temperature.Under these neutral conditions, several other protecting and functional groups remained unchanged. 3,4-Dimethoxybenzyl (DMPM groups are more reactive than MPM groups with DDQ.The benzyl (Bn) protecting group was removed by catalitic hydrogenation over Raney nickel.Selective deprotection of DMPM, MPM and Bn groups is also presented.