(1S)-1α-(β-D-Glucopyranosyloxy)-1,4aα,5,6,7,7aα-hexahydro-7α-(hydroxymethyl)cyclopenta[c]pyran-4α-carboxylic acid methyl ester

Base Information

Chemical Name:(1S)-1α-(β-D-Glucopyranosyloxy)-1,4aα,5,6,7,7aα-hexahydro-7α-(hydroxymethyl)cyclopenta[c]pyran-4α-carboxylic acid methyl ester
CAS No.:42830-26-2
Molecular Formula:C17H26O10
Molecular Weight:390.38
Hs Code.:
Mol file:42830-26-2.mol

Synonyms:(1S,4aS,7S,7aS)-7-Hydroxymethyl-1-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-1,4a,5,6,7,7a-hexahydro-cyclopenta[c]pyran-4-carboxylic acid methyl ester;Dihydrogeniposid;adoxoside;

Suppliers and Price of (1S)-1α-(β-D-Glucopyranosyloxy)-1,4aα,5,6,7,7aα-hexahydro-7α-(hydroxymethyl)cyclopenta[c]pyran-4α-carboxylic acid methyl ester

Supply Marketing:

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

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Chemical Property of (1S)-1α-(β-D-Glucopyranosyloxy)-1,4aα,5,6,7,7aα-hexahydro-7α-(hydroxymethyl)cyclopenta[c]pyran-4α-carboxylic acid methyl ester

Chemical Property:

PSA：155.14000
LogP:-2.14920

Purity/Quality:: ≥95% ^*data from raw suppliers

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Technology Process of (1S)-1α-(β-D-Glucopyranosyloxy)-1,4aα,5,6,7,7aα-hexahydro-7α-(hydroxymethyl)cyclopenta[c]pyran-4α-carboxylic acid methyl ester

There total 7 articles about (1S)-1α-(β-D-Glucopyranosyloxy)-1,4aα,5,6,7,7aα-hexahydro-7α-(hydroxymethyl)cyclopenta[c]pyran-4α-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: 69.0%

: 256221-80-4
4',6'-isopropylidene-10-O-(1-methyl-1-methoxyethyl)-geniposide

: 42830-26-2
6,7-dihydroapodantheroside

: 3,4-dihydroadoxoside

Guidance literature:: 4',6'-isopropylidene-10-O-(1-methyl-1-methoxyethyl)-geniposide; With hydrogen; triethylamine; palladium on activated charcoal; In ethanol; for 4.5h;

With acetic acid; at 45 - 50 ℃; for 3h;
DOI:10.1021/np990288+

Reference yield:

: 256221-82-6
2',3':4',6'-di-O-isopropylidene-10-O-(1-methyl-1-methoxyethyl)-geniposide

: 42830-26-2
6,7-dihydroapodantheroside

: 3,4-dihydroadoxoside

Guidance literature:: 2',3':4',6'-di-O-isopropylidene-10-O-(1-methyl-1-methoxyethyl)-geniposide; With hydrogen; triethylamine; palladium on activated charcoal; In ethanol; for 24h;

With acetic acid; at 45 - 50 ℃; for 3h; Title compound not separated from byproducts;
DOI:10.1021/np990288+

Reference yield:

: 24512-63-8,27745-20-6
geniposide

: 42830-26-2
6,7-dihydroapodantheroside

Guidance literature:: Multi-step reaction with 2 steps

1.1: 8.08 g / pyridinium p-toluenesulfonate / acetone / 36 h / 20 °C

2.1: Et₃N; H₂ / Pd/C / ethanol / 4.5 h

2.2: 69 percent / aq. HOAc / 3 h / 45 - 50 °C

With hydrogen; pyridinium p-toluenesulfonate; triethylamine; palladium on activated charcoal; In ethanol; acetone; 1.1: Substitution / 2.1: Hydrogenation / 2.2: Hydrolysis;
DOI:10.1021/np990288+