methyl (1R,4aS,7aS)-7-(hydroxymethyl)-1-methoxy-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-4-carboxylate

Base Information

• Chemical Name: methyl (1R,4aS,7aS)-7-(hydroxymethyl)-1-methoxy-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-4-carboxylate
• CAS No.: 69977-52-2
• Molecular Formula: C₁₂H₁₆O₅
• Molecular Weight: 240.256
• Mol file: 69977-52-2.mol

Synonyms:1-methoxygenipin

Chemical Property of methyl (1R,4aS,7aS)-7-(hydroxymethyl)-1-methoxy-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-4-carboxylate

Chemical Property:

• Vapor Pressure: 3.01E-07mmHg at 25°C

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl (1R,4aS,7aS)-7-(hydroxymethyl)-1-methoxy-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-4-carboxylate

There total 15 articles about methyl (1R,4aS,7aS)-7-(hydroxymethyl)-1-methoxy-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-4-carboxylate 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: 100.0%

(+)-genipin (224055-63-4) + sodium hydrogencarbonate (144-55-8) → 1-methoxygenipin (69977-52-2)

Guidance literature:

trifluoroboron diethylether; In methanol;

Reference yield: 98.0%

methanol (67-56-1) + genipin (70094-79-0,73610-59-0,6902-77-8) → 1-methoxygenipin (69977-52-2)

Guidance literature:

With hydrogenchloride; In water; for 7h; Reflux;

Reference yield: 98.0%

→ 1-methoxygenipin (69977-52-2)

Guidance literature:

With hydrogenchloride; In water; for 5h; Reflux;

upstream raw materials:

(+)-genipin

sodium hydrogencarbonate

methanol

genipin

Downstream raw materials:

C₁₈H₂₀O₄S

Refernces

• 1、 -. "Novel genipin derivatives and preparation method and application thereof". Paragraph 0263-0265; 0266-0268. . Retrieved 2021/06/23.
• 2、 Lei, Shuwen,Zhang, Dongdong,Qi, Yunyue,Chowdhury, Sharmin Reza,Sun, Ran,Wang, Juntao,Du, Yi,Fu, Lei,Jiang, Faqin. "Synthesis and biological evaluation of geniposide derivatives as potent and selective PTPlB inhibitors". . . Retrieved 2020/08/03.