(3aS,4S,6S,7S,7aR)-tetrahydro-6-methoxy-7-[(4-methoxybenzyl)oxy]-2,2-dimethyl-4H-1,3-dioxolo[4,5-c]pyran-4-carboxaldehyde

Base Information

Chemical Name:(3aS,4S,6S,7S,7aR)-tetrahydro-6-methoxy-7-[(4-methoxybenzyl)oxy]-2,2-dimethyl-4H-1,3-dioxolo[4,5-c]pyran-4-carboxaldehyde
CAS No.:863554-30-7
Molecular Formula:C₁₈H₂₄O₇
Molecular Weight:352.384
Hs Code.:

Synonyms:(3aS,4S,6S,7S,7aR)-tetrahydro-6-methoxy-7-[(4-methoxybenzyl)oxy]-2,2-dimethyl-4H-1,3-dioxolo[4,5-c]pyran-4-carboxaldehyde

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Chemical Property of (3aS,4S,6S,7S,7aR)-tetrahydro-6-methoxy-7-[(4-methoxybenzyl)oxy]-2,2-dimethyl-4H-1,3-dioxolo[4,5-c]pyran-4-carboxaldehyde

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Technology Process of (3aS,4S,6S,7S,7aR)-tetrahydro-6-methoxy-7-[(4-methoxybenzyl)oxy]-2,2-dimethyl-4H-1,3-dioxolo[4,5-c]pyran-4-carboxaldehyde

There total 7 articles about (3aS,4S,6S,7S,7aR)-tetrahydro-6-methoxy-7-[(4-methoxybenzyl)oxy]-2,2-dimethyl-4H-1,3-dioxolo[4,5-c]pyran-4-carboxaldehyde 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: 100.0%

: 863554-29-4
(3aR,4R,6S,7S,7aR)-tetrahydro-6-methoxy-7-[(4-methoxybenzyl)oxy]-2,2-dimethyl-4H-1,3-dioxolo[4,5-c]pyran-4-methanol

: 863554-30-7
(3aS,4S,6S,7S,7aR)-tetrahydro-6-methoxy-7-[(4-methoxybenzyl)oxy]-2,2-dimethyl-4H-1,3-dioxolo[4,5-c]pyran-4-carboxaldehyde

Guidance literature:: With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In acetonitrile; for 0.466667h; Heating;
DOI:10.1002/hlca.200590099

Reference yield:

: 863554-22-7
methyl 6-O-benzyl-3,4-O-isopropylidene-α-D-altropyranoside

: 863554-30-7
(3aS,4S,6S,7S,7aR)-tetrahydro-6-methoxy-7-[(4-methoxybenzyl)oxy]-2,2-dimethyl-4H-1,3-dioxolo[4,5-c]pyran-4-carboxaldehyde

Guidance literature:: Multi-step reaction with 3 steps

1.1: NaH / dimethylformamide / 0.25 h / 0 °C

1.2: 95 percent / dimethylformamide / 0 - 20 °C

2.1: 100 percent / hydrogen / W-2 Raney Ni / ethanol / 48 h / 0 °C / 760 Torr

3.1: 100 percent / 2-iodoxybenzoic acid / acetonitrile / 0.47 h / Heating

With hydrogen; sodium hydride; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; W-2 Raney Ni; In ethanol; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1002/hlca.200590099

Reference yield:

: 863554-21-6
methyl 2-O-allyl 6-O-benzyl-α-D-altropyranoside

: 863554-30-7
(3aS,4S,6S,7S,7aR)-tetrahydro-6-methoxy-7-[(4-methoxybenzyl)oxy]-2,2-dimethyl-4H-1,3-dioxolo[4,5-c]pyran-4-carboxaldehyde

Guidance literature:: Multi-step reaction with 5 steps

1.1: 81 percent / TsOH / acetone / 1 h

2.1: 1,4-diazabicyclo[2.2.2]octane; [RhCl(Ph₃P)3] / ethanol; benzene; H₂O / 18 h / Heating

2.2: 85 percent / mercury(II) oxide; mercury(II) chloride / acetone; H₂O / 0.5 h

3.1: NaH / dimethylformamide / 0.25 h / 0 °C

3.2: 95 percent / dimethylformamide / 0 - 20 °C

4.1: 100 percent / hydrogen / W-2 Raney Ni / ethanol / 48 h / 0 °C / 760 Torr

5.1: 100 percent / 2-iodoxybenzoic acid / acetonitrile / 0.47 h / Heating

With 1,4-diaza-bicyclo[2.2.2]octane; tris(triphenylphosphine)rhodium(I) chloride; hydrogen; sodium hydride; toluene-4-sulfonic acid; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; W-2 Raney Ni; In ethanol; water; N,N-dimethyl-formamide; acetone; acetonitrile; benzene;
DOI:10.1002/hlca.200590099