(1S,8R)-1α-(β-D-Glucopyranosyloxy)-4aα,5,6,8,9,9aα-hexahydro-8-hydroxy-6β,9β-epoxy-1H-pyrano[3,4-d]oxepine-4-carboxylic acid methyl ester

Base Information

Chemical Name:(1S,8R)-1α-(β-D-Glucopyranosyloxy)-4aα,5,6,8,9,9aα-hexahydro-8-hydroxy-6β,9β-epoxy-1H-pyrano[3,4-d]oxepine-4-carboxylic acid methyl ester
CAS No.:61774-57-0
Molecular Formula:C₁₇H₂₄O₁₂
Molecular Weight:420.37
Hs Code.:

(1S,8R)-1α-(β-D-Glucopyranosyloxy)-4aα,5,6,8,9,9aα-hexahydro-8-hydroxy-6β,9β-epoxy-1H-pyrano[3,4-d]oxepine-4-carboxylic acid methyl ester

Synonyms:6,9-Epoxy-1H-pyrano[3,4-d]oxepin-4-carboxylicacid, 1-(b-D-glucopyranosyloxy)-4a,5,6,8,9,9a-hexahydro-8-hydroxy-,methyl ester, [1S-(1a,4aa,6b,8b,9b,9aa)]-; Secogalioside

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Supply Marketing:

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

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Chemical Property of (1S,8R)-1α-(β-D-Glucopyranosyloxy)-4aα,5,6,8,9,9aα-hexahydro-8-hydroxy-6β,9β-epoxy-1H-pyrano[3,4-d]oxepine-4-carboxylic acid methyl ester

Chemical Property:

PSA：173.60000
LogP:-3.08790

Purity/Quality:: 99% ^*data from raw suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Technology Process of (1S,8R)-1α-(β-D-Glucopyranosyloxy)-4aα,5,6,8,9,9aα-hexahydro-8-hydroxy-6β,9β-epoxy-1H-pyrano[3,4-d]oxepine-4-carboxylic acid methyl ester

There total 3 articles about (1S,8R)-1α-(β-D-Glucopyranosyloxy)-4aα,5,6,8,9,9aα-hexahydro-8-hydroxy-6β,9β-epoxy-1H-pyrano[3,4-d]oxepine-4-carboxylic 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: 60.0%

: 121911-97-5
methyl (1S,4aS,6S,8R,9S,9aS)-6,9-epoxy-8-hydroxy-1-(2',3',4',6'-tetraacetyl-β-D-glucopyranosyloxy)-4a,9a-dihydro-1H-oxepano<4,5-c>pyran-4-carboxylate

: 61774-57-0
secogalioside

Guidance literature:: With potassium carbonate; In methanol; at 0 ℃; for 0.5h;
DOI:10.1016/S0040-4020(01)86082-8

Reference yield:

: 27856-66-2
O,O,O,O-tetraacetylsecologaninn

: 61774-57-0
secogalioside

Guidance literature:: Multi-step reaction with 3 steps

1: 42 percent / osmium tetroxide, potassium chlorate / dioxane; H₂O / 90 °C

2: 19 percent / pyridinium chlorochromate, sodium acetate / CH₂Cl₂ / 32 h / Ambient temperature

3: 60 percent / potassium carbonate / methanol / 0.5 h / 0 °C

With osmium(VIII) oxide; potassium chlorate; sodium acetate; potassium carbonate; pyridinium chlorochromate; In 1,4-dioxane; methanol; dichloromethane; water;
DOI:10.1016/S0040-4020(01)86082-8

Reference yield:

: 102436-08-8,121961-12-4,121961-13-5
methyl (1S,4aS,6RS,8S,8aS)-6-hydroxy-8-hydroxymethyl-1-(2',3',4',6'-tetraacetyl-β-D-glucopyranosyloxy)-1,4a,5,6,8,8a-hexahydro-pyrano<3,4-c>pyran-4-carboxylate

: 61774-57-0
secogalioside

Guidance literature:: Multi-step reaction with 2 steps

1: 19 percent / pyridinium chlorochromate, sodium acetate / CH₂Cl₂ / 32 h / Ambient temperature

2: 60 percent / potassium carbonate / methanol / 0.5 h / 0 °C

With sodium acetate; potassium carbonate; pyridinium chlorochromate; In methanol; dichloromethane;
DOI:10.1016/S0040-4020(01)86082-8