trans-4-Hydroxymellein

Base Information

• Chemical Name: trans-4-Hydroxymellein
• CAS No.: 70287-70-6
• Molecular Formula: C10H10O4
• UNII: MS07A53A6J
• DSSTox Substance ID: DTXSID60437474
• Nikkaji Number: J702.528I
• Wikidata: Q27284207
• ChEMBL ID: CHEMBL499001
• Mol file: 70287-70-6.mol

Synonyms:trans-4-Hydroxymellein;4-Hydroxymellein, trans-;(3R,4S)-4-Hydroxymellein;MS07A53A6J;70287-70-6;(3R,4S)-hydroxymellein;UNII-MS07A53A6J;1H-2-Benzopyran-1-one, 3,4-dihydro-4,8-dihydroxy-3-methyl-, (3R,4S)-;1H-2-Benzopyran-1-one, 3,4-dihydro-4,8-dihydroxy-3-methyl-, (3R-trans)-;CHEMBL499001;STSOHAOGZMLWFR-MLUIRONXSA-;DTXSID60437474;Q27284207;InChI=1/C10H10O4/c1-5-9(12)6-3-2-4-7(11)8(6)10(13)14-5/h2-5,9,11-12H,1H3/t5-,9-/m1/s1

Chemical Property of trans-4-Hydroxymellein

Chemical Property:

• XLogP3: 1.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 194.05790880
• Heavy Atom Count: 14
• Complexity: 240

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1C(C2=C(C(=CC=C2)O)C(=O)O1)O
• Isomeric SMILES: C[C@@H]1[C@H](C2=C(C(=CC=C2)O)C(=O)O1)O

Technology Process of trans-4-Hydroxymellein

There total 8 articles about trans-4-Hydroxymellein 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: 89.0%

C15H17NO6 → 4-hydroxymellein (32885-83-9,33788-22-6,60132-20-9,70287-70-6)

Guidance literature:

C₁₅H₁₇NO₆; With potassium carbonate; In methanol; water; at 20 ℃; for 17h;

With hydrogenchloride; In methanol; water; for 2h;

DOI:10.1021/ol502225p

Reference yield: 86.0%

C15H17NO6 → cis-4-hydroxymellein (32885-83-9,33788-22-6,60132-20-9,70287-70-6)

Guidance literature:

C₁₅H₁₇NO₆; With potassium carbonate; In methanol; water; at 20 ℃; for 17h;

With hydrogenchloride; In methanol; water; for 2h;

DOI:10.1021/ol502225p

Reference yield: 61.0%

methyl 2-acetoxy-6-((E)-prop-1-enyl)benzoate (1360789-38-3) → (3S,4S)-4-hydroxymellein (32885-83-9,33788-22-6,60132-20-9,70287-70-6)

Guidance literature:

methyl 2-acetoxy-6-((E)-prop-1-enyl)benzoate; With (R)-methyl 2-(2-(diacetoxyiodo)phenoxy)-3-methylbutanoate; boron trifluoride diethyl etherate; acetic acid; In dichloromethane; at -80 - -40 ℃; for 2h;

With sodium hydroxide; In methanol; water; at 0 ℃; for 0.166667h; Saturated solution;

With hydrogenchloride; In methanol; water; optical yield given as %ee; enantioselective reaction;

DOI:10.1021/ol300185u

upstream raw materials:

methyl 2-acetoxy-6-((E)-prop-1-enyl)benzoate

methyl 2-hydroxy-6-((E)-prop-1-enyl)benzoate

methyl 2-hydroxy-6-iodobenzoate

methyl 6-iodo-2-methoxybenzoate