(2S,3S,3aR,6R,6aS)-3-(2,4-Dimethoxy-benzylamino)-6-hydroxymethyl-2-methoxy-tetrahydro-furo[3,4-b]furan-4-one

Base Information

Chemical Name:(2S,3S,3aR,6R,6aS)-3-(2,4-Dimethoxy-benzylamino)-6-hydroxymethyl-2-methoxy-tetrahydro-furo[3,4-b]furan-4-one
CAS No.:114847-09-5
Molecular Formula:C₁₇H₂₃NO₇
Molecular Weight:353.372
Hs Code.:

Synonyms:(2S,3S,3aR,6R,6aS)-3-(2,4-Dimethoxy-benzylamino)-6-hydroxymethyl-2-methoxy-tetrahydro-furo[3,4-b]furan-4-one

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (2S,3S,3aR,6R,6aS)-3-(2,4-Dimethoxy-benzylamino)-6-hydroxymethyl-2-methoxy-tetrahydro-furo[3,4-b]furan-4-one

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Technology Process of (2S,3S,3aR,6R,6aS)-3-(2,4-Dimethoxy-benzylamino)-6-hydroxymethyl-2-methoxy-tetrahydro-furo[3,4-b]furan-4-one

There total 9 articles about (2S,3S,3aR,6R,6aS)-3-(2,4-Dimethoxy-benzylamino)-6-hydroxymethyl-2-methoxy-tetrahydro-furo[3,4-b]furan-4-one 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: 78.0%

: 114827-88-2,114884-33-2,118100-19-9
6-(2,4-dimethoxybenzyl)-2-<(1',2'-O-isopropylidene)ethyl>-4-methoxy-3-oxa-7-oxo-6-azabicyclo<3.2.0>heptane

: 114847-09-5
(2S,3S,3aR,6R,6aS)-3-(2,4-Dimethoxy-benzylamino)-6-hydroxymethyl-2-methoxy-tetrahydro-furo[3,4-b]furan-4-one

Guidance literature:: With hydrogenchloride; In methanol; for 1.5h; Heating;
DOI:10.1246/cl.1987.1403

Reference yield:

: diethyl N-2,4-dimethoxybenzylaminomalonate

: 114847-09-5
(2S,3S,3aR,6R,6aS)-3-(2,4-Dimethoxy-benzylamino)-6-hydroxymethyl-2-methoxy-tetrahydro-furo[3,4-b]furan-4-one

Guidance literature:: Multi-step reaction with 6 steps

1: 42 percent / dicyclohexylcarbodiimide

2: 75 percent / 1,8-diazabicycko<5.4.0>undec-7-ene / benzene

3: 90 percent / NaBH₄, silica gel / ethanol / -40 °C

4: 79 percent / DBU / pyridine; H₂O / 0.75 h / Heating

5: 86 percent / Ag₂O / dimethylformamide

6: 78 percent / 2M HCl / methanol / 1.5 h / Heating

With hydrogenchloride; sodium tetrahydroborate; silica gel; 1,8-diazabicyclo[5.4.0]undec-7-ene; dicyclohexyl-carbodiimide; silver(l) oxide; In pyridine; methanol; ethanol; water; N,N-dimethyl-formamide; benzene;
DOI:10.1246/cl.1987.1403

Reference yield:

: 83237-12-1,114827-82-6
(2SR,3RS,4R)-2,3-epoxy-4,5-iopropylidenedioxypentanoic acid

: 114847-09-5
(2S,3S,3aR,6R,6aS)-3-(2,4-Dimethoxy-benzylamino)-6-hydroxymethyl-2-methoxy-tetrahydro-furo[3,4-b]furan-4-one

Guidance literature:: Multi-step reaction with 8 steps

2: aq. NaOH

3: 42 percent / dicyclohexylcarbodiimide

4: 75 percent / 1,8-diazabicycko<5.4.0>undec-7-ene / benzene

5: 90 percent / NaBH₄, silica gel / ethanol / -40 °C

6: 79 percent / DBU / pyridine; H₂O / 0.75 h / Heating

7: 86 percent / Ag₂O / dimethylformamide

8: 78 percent / 2M HCl / methanol / 1.5 h / Heating

With hydrogenchloride; sodium hydroxide; sodium tetrahydroborate; silica gel; 1,8-diazabicyclo[5.4.0]undec-7-ene; dicyclohexyl-carbodiimide; silver(l) oxide; In pyridine; methanol; ethanol; water; N,N-dimethyl-formamide; benzene;
DOI:10.1246/cl.1987.1403