4-[(2R,4aR,6S,7R,8R,8aS)-7-Allyloxycarbonylamino-8-hydroxy-2-(4-methoxy-phenyl)-hexahydro-pyrano[3,2-d][1,3]dioxin-6-ylsulfanyl]-butyric acid methyl ester

Base Information

Chemical Name:4-[(2R,4aR,6S,7R,8R,8aS)-7-Allyloxycarbonylamino-8-hydroxy-2-(4-methoxy-phenyl)-hexahydro-pyrano[3,2-d][1,3]dioxin-6-ylsulfanyl]-butyric acid methyl ester
CAS No.:685132-98-3
Molecular Formula:C₂₃H₃₁NO₉S
Molecular Weight:497.566
Hs Code.:

4-[(2R,4aR,6S,7R,8R,8aS)-7-Allyloxycarbonylamino-8-hydroxy-2-(4-methoxy-phenyl)-hexahydro-pyrano[3,2-d][1,3]dioxin-6-ylsulfanyl]-butyric acid methyl ester

Synonyms:4-[(2R,4aR,6S,7R,8R,8aS)-7-Allyloxycarbonylamino-8-hydroxy-2-(4-methoxy-phenyl)-hexahydro-pyrano[3,2-d][1,3]dioxin-6-ylsulfanyl]-butyric acid methyl ester

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Chemical Property of 4-[(2R,4aR,6S,7R,8R,8aS)-7-Allyloxycarbonylamino-8-hydroxy-2-(4-methoxy-phenyl)-hexahydro-pyrano[3,2-d][1,3]dioxin-6-ylsulfanyl]-butyric acid methyl ester

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Technology Process of 4-[(2R,4aR,6S,7R,8R,8aS)-7-Allyloxycarbonylamino-8-hydroxy-2-(4-methoxy-phenyl)-hexahydro-pyrano[3,2-d][1,3]dioxin-6-ylsulfanyl]-butyric acid methyl ester

There total 5 articles about 4-[(2R,4aR,6S,7R,8R,8aS)-7-Allyloxycarbonylamino-8-hydroxy-2-(4-methoxy-phenyl)-hexahydro-pyrano[3,2-d][1,3]dioxin-6-ylsulfanyl]-butyric acid methyl 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:

: 2186-92-7
p-Anisaldehyde dimethyl acetal

: 685132-95-0
4-((2S,3R,4R,5S,6R)-3-Allyloxycarbonylamino-4,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-ylsulfanyl)-butyric acid methyl ester

: 685132-98-3
4-[(2R,4aR,6S,7R,8R,8aS)-7-Allyloxycarbonylamino-8-hydroxy-2-(4-methoxy-phenyl)-hexahydro-pyrano[3,2-d][1,3]dioxin-6-ylsulfanyl]-butyric acid methyl ester

Guidance literature:: With toluene-4-sulfonic acid; In N,N-dimethyl-formamide; at 50 ℃; for 6h; under 15.0012 Torr;
DOI:10.1002/anie.200352919

Reference yield:

: 14131-62-5
D-glucosamine hydrochloride

: 685132-98-3
4-[(2R,4aR,6S,7R,8R,8aS)-7-Allyloxycarbonylamino-8-hydroxy-2-(4-methoxy-phenyl)-hexahydro-pyrano[3,2-d][1,3]dioxin-6-ylsulfanyl]-butyric acid methyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: aq. NaHCO₃ / acetone; dioxane / 10 h / 20 °C

2: pyridine / 12 h / 20 °C

3: BF₃*Et₂O / CH₂Cl₂ / 12 h / 20 °C

4: 100 percent / MeONa / methanol / 4 h / 20 °C

5: TsOH / dimethylformamide / 6 h / 50 °C / 15 Torr

With pyridine; boron trifluoride diethyl etherate; sodium methylate; sodium hydrogencarbonate; toluene-4-sulfonic acid; In 1,4-dioxane; methanol; dichloromethane; N,N-dimethyl-formamide; acetone;
DOI:10.1002/anie.200352919

Reference yield:

: 146934-02-3
2-N-Allyloxycarbonyl-2-amino-2-deoxy-D-glucopyranose

: 685132-98-3
4-[(2R,4aR,6S,7R,8R,8aS)-7-Allyloxycarbonylamino-8-hydroxy-2-(4-methoxy-phenyl)-hexahydro-pyrano[3,2-d][1,3]dioxin-6-ylsulfanyl]-butyric acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: pyridine / 12 h / 20 °C

2: BF₃*Et₂O / CH₂Cl₂ / 12 h / 20 °C

3: 100 percent / MeONa / methanol / 4 h / 20 °C

4: TsOH / dimethylformamide / 6 h / 50 °C / 15 Torr

With pyridine; boron trifluoride diethyl etherate; sodium methylate; toluene-4-sulfonic acid; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1002/anie.200352919