7-Oxabicyclo[4.1.0]hept-3-ene-3-carboxylicacid,5-hydroxy-,(1R,5R,6S)-(9CI)

Base Information

• Chemical Name: 7-Oxabicyclo[4.1.0]hept-3-ene-3-carboxylicacid,5-hydroxy-,(1R,5R,6S)-(9CI)
• CAS No.: 213027-96-4
• Molecular Formula: C₇H₈O₄
• Molecular Weight: 156.138
• Mol file: 213027-96-4.mol

Synonyms:7-Oxabicyclo[4.1.0]hept-3-ene-3-carboxylicacid,5-hydroxy-,(1R,5R,6S)-(9CI)

Chemical Property of 7-Oxabicyclo[4.1.0]hept-3-ene-3-carboxylicacid,5-hydroxy-,(1R,5R,6S)-(9CI)

Chemical Property:

• PSA: 70.06000
• LogP: -0.47060

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 7-Oxabicyclo[4.1.0]hept-3-ene-3-carboxylicacid,5-hydroxy-,(1R,5R,6S)-(9CI)

There total 6 articles about 7-Oxabicyclo[4.1.0]hept-3-ene-3-carboxylicacid,5-hydroxy-,(1R,5R,6S)-(9CI) 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: 62.0%

(-)-methyl (1β,2β,6β)-2-hydroxy-7-oxabicyclo<4,1,0>hept-3-ene-4-carboxylate (106861-60-3) → (1R,5R,6S)-5-Hydroxy-7-oxa-bicyclo[4.1.0]hept-3-ene-3-carboxylic acid (213027-96-4,171596-14-8)

Guidance literature:

With lithium hydroxide; In tetrahydrofuran; at 0 ℃; for 1h;

DOI:10.1021/ja992144n

Reference yield: 59.0%

(1S,5S,6S)-5-Benzoyloxy-7-oxa-bicyclo[4.1.0]hept-3-ene-3-carboxylic acid methyl ester → (1S,5S,6R)-5-Hydroxy-7-oxa-bicyclo[4.1.0]hept-3-ene-3-carboxylic acid (213027-96-4,171596-14-8)

Guidance literature:

With lithium hydroxide; In tetrahydrofuran; at 0 ℃; for 1h;

DOI:10.1021/ja992144n

Reference yield: 57.0%

(-)-methyl (1β,2α,6β)-2-hydroxy-7-oxabicyclo<4,1,0>hept-3-ene-4-carboxylate (76985-84-7) → (1S,5R,6R)-5-hydroxy-7-oxa-bicyclo[4.1.0]hept-3-ene-3-carboxylic acid (149560-23-6,206537-16-8,213027-96-4,171596-14-8)

Guidance literature:

(-)-methyl (1β,2α,6β)-2-hydroxy-7-oxabicyclo<4,1,0>hept-3-ene-4-carboxylate; With lithium hydroxide; water; In tetrahydrofuran; at -20 - 0 ℃; for 7h;

In tetrahydrofuran; pH=~ 5;

upstream raw materials:

(-)-methyl (1β,2α,6β)-2-hydroxy-7-oxabicyclo<4,1,0>hept-3-ene-4-carboxylate

shikimic acid

methyl shikimate

(-)-methyl (1β,2β,6β)-2-hydroxy-7-oxabicyclo<4,1,0>hept-3-ene-4-carboxylate