1,2-O-isopropylidene-3-(cyclohexylmethyl)amino-3-deoxy-5-O-tert-butyldimethylsilyl-α-D-ribofuranoside

Base Information

Chemical Name:1,2-O-isopropylidene-3-(cyclohexylmethyl)amino-3-deoxy-5-O-tert-butyldimethylsilyl-α-D-ribofuranoside
CAS No.:1422376-18-8
Molecular Formula:C₂₁H₄₁NO₄Si
Molecular Weight:399.646
Hs Code.:

Synonyms:1,2-O-isopropylidene-3-(cyclohexylmethyl)amino-3-deoxy-5-O-tert-butyldimethylsilyl-α-D-ribofuranoside

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Chemical Property of 1,2-O-isopropylidene-3-(cyclohexylmethyl)amino-3-deoxy-5-O-tert-butyldimethylsilyl-α-D-ribofuranoside

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Technology Process of 1,2-O-isopropylidene-3-(cyclohexylmethyl)amino-3-deoxy-5-O-tert-butyldimethylsilyl-α-D-ribofuranoside

There total 8 articles about 1,2-O-isopropylidene-3-(cyclohexylmethyl)amino-3-deoxy-5-O-tert-butyldimethylsilyl-α-D-ribofuranoside 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:

: C₂₁H₃₉NO₄Si

: 1422376-18-8
1,2-O-isopropylidene-3-(cyclohexylmethyl)amino-3-deoxy-5-O-tert-butyldimethylsilyl-α-D-ribofuranoside

Guidance literature:: With sodium tetrahydroborate; In methanol; for 0.166667h;
DOI:10.1016/j.tet.2012.12.049

Reference yield:

: 55174-92-0
1,2-O-isopropylidene-5-O-2,2-dimethylpropanoyl-α-D-erythro-pent-3-ulofuranose

: 1422376-18-8
1,2-O-isopropylidene-3-(cyclohexylmethyl)amino-3-deoxy-5-O-tert-butyldimethylsilyl-α-D-ribofuranoside

Guidance literature:: Multi-step reaction with 5 steps

1: hydroxylamine hydrochloride; sodium hydrogencarbonate / ethanol / 3.5 h / Reflux

2: lithium aluminium tetrahydride / tetrahydrofuran / 1.5 h / 0 °C / Reflux

3: 1H-imidazole / dichloromethane / 1 h / 20 °C

4: titanium(IV) isopropylate / 1 h / 20 °C

5: sodium tetrahydroborate / methanol / 0.17 h

With 1H-imidazole; titanium(IV) isopropylate; sodium tetrahydroborate; lithium aluminium tetrahydride; hydroxylamine hydrochloride; sodium hydrogencarbonate; In tetrahydrofuran; methanol; ethanol; dichloromethane;
DOI:10.1016/j.tet.2012.12.049

Reference yield:

: 55174-95-3
1,2-O-isopropylidene-5-O-trimethylacetyl-α-D-erythro-pent-3-ulofuranose oxime

: 1422376-18-8
1,2-O-isopropylidene-3-(cyclohexylmethyl)amino-3-deoxy-5-O-tert-butyldimethylsilyl-α-D-ribofuranoside

Guidance literature:: Multi-step reaction with 4 steps

1: lithium aluminium tetrahydride / tetrahydrofuran / 1.5 h / 0 °C / Reflux

2: 1H-imidazole / dichloromethane / 1 h / 20 °C

3: titanium(IV) isopropylate / 1 h / 20 °C

4: sodium tetrahydroborate / methanol / 0.17 h

With 1H-imidazole; titanium(IV) isopropylate; sodium tetrahydroborate; lithium aluminium tetrahydride; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1016/j.tet.2012.12.049