(1S)-1,4a,5,6,7,7aα-Hexahydro-1-(β-D-glucopyranosyloxy)-4aα,6α,7α-trihydroxy-7-methylcyclopenta[c]pyran-4-carboxylic acid methyl ester

Base Information

• Chemical Name: (1S)-1,4a,5,6,7,7aα-Hexahydro-1-(β-D-glucopyranosyloxy)-4aα,6α,7α-trihydroxy-7-methylcyclopenta[c]pyran-4-carboxylic acid methyl ester
• CAS No.: 27856-54-8
• Molecular Formula: C17H26 O12
• Molecular Weight: 422.386
• Mol file: 27856-54-8.mol

Synonyms:Cyclopenta[c]pyran-4-carboxylicacid, 1-(b-D-glucopyranosyloxy)-1,4a,5,6,7,7a-hexahydro-4a,6,7-trihydroxy-7-methyl-,methyl ester, [1S-(1a,4aa,6a,7a,7aa)]-; Lamiide (8CI)

Chemical Property of (1S)-1,4a,5,6,7,7aα-Hexahydro-1-(β-D-glucopyranosyloxy)-4aα,6α,7α-trihydroxy-7-methylcyclopenta[c]pyran-4-carboxylic acid methyl ester

Chemical Property:

• Vapor Pressure: 1.19E-20mmHg at 25°C
• Boiling Point: 667.2°Cat760mmHg
• PKA: 11.58±0.70(Predicted)
• Flash Point: 237.8°C
• PSA: 195.60000
• Density: 1.66g/cm³
• LogP: -3.92100
• Storage Temp.: ?20°C

Purity/Quality:

98%Min ^*data from raw suppliers

Lamiide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Lamiide is an iridoid glycoside from Phlomis pungens and exhibits antioxidant activity.

Technology Process of (1S)-1,4a,5,6,7,7aα-Hexahydro-1-(β-D-glucopyranosyloxy)-4aα,6α,7α-trihydroxy-7-methylcyclopenta[c]pyran-4-carboxylic acid methyl ester

There total 16 articles about (1S)-1,4a,5,6,7,7aα-Hexahydro-1-(β-D-glucopyranosyloxy)-4aα,6α,7α-trihydroxy-7-methylcyclopenta[c]pyran-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:

8-epi-iridotrial glucoside (72963-55-4,80734-66-3) → ipolamiide (27934-98-1) + lamiide (27856-54-8)

Guidance literature:

In water; for 72h;

DOI:10.1016/S0031-9422(00)97538-1

Reference yield:

durantoside I → Lamiid (27856-54-8)

Guidance literature:

With water; barium(II) hydroxide; In methanol; at 20 ℃; for 0.666667h;

DOI:10.1016/j.bmcl.2018.03.068

Reference yield:

mussaenosidic acid (82451-22-7) → lamiide (27856-54-8)

Guidance literature:

Multi-step reaction with 2 steps

1: diethyl ether; ethanol-d1

2: 7 mg / H₂O / 72 h / Hebenstretia dentata

In diethyl ether; ethyl [2]alcohol; water;

DOI:10.1016/S0031-9422(00)97538-1

upstream raw materials:

7-deoxy-8-epi-loganin

mussaenoside

C₁₇H₂₃⁽²⁾H₃O₉

8-hydroxygeraniol

Refernces

• 1、 Kuo,Kubota. "". . . Retrieved 1977.
• 2、 Damtoft, Soeren,Jensen, Soeren Rosendal,Nielsen, Bent Juhl,Thorsen, Jesper. "BIOSYNTHESIS OF IRIDOID GLUCOSIDES IN HEBENSTRETIA DENTATA". . p. 3839 - 3844. Retrieved 2007/10/02.