â-L-threo-L-glycero-3-Hexulofuranosonic acid,2-C-[(4-hydroxyphenyl)methyl]-2-Omethyl-,ç-lactone

Base Information

• Chemical Name: â-L-threo-L-glycero-3-Hexulofuranosonic acid,2-C-[(4-hydroxyphenyl)methyl]-2-Omethyl-,ç-lactone
• CAS No.: 82198-78-5
• Molecular Formula: C₁₄H₁₆O₇
• Molecular Weight: 296.277
• Mol file: 82198-78-5.mol

Synonyms:

Chemical Property of â-L-threo-L-glycero-3-Hexulofuranosonic acid,2-C-[(4-hydroxyphenyl)methyl]-2-Omethyl-,ç-lactone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of â-L-threo-L-glycero-3-Hexulofuranosonic acid,2-C-[(4-hydroxyphenyl)methyl]-2-Omethyl-,ç-lactone

There total 12 articles about â-L-threo-L-glycero-3-Hexulofuranosonic acid,2-C-[(4-hydroxyphenyl)methyl]-2-Omethyl-,ç-lactone 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: 80.0%

(4-hydroxyphenyl)methanol (623-05-2) + 2-O-methyl-L-ascorbic acid → (+)-Delesserin (82198-78-5)

Guidance literature:

In water; at 50 ℃; for 72h;

DOI:10.1021/jo00242a037

Reference yield: 80.0%

(4-hydroxyphenyl)methanol (623-05-2) + 2-O-methyl ascorbic acid (17860-87-6) → (+)-Delesserin (82198-78-5)

Guidance literature:

In water; at 50 ℃; for 72h;

DOI:10.1016/S0040-4039(00)96146-X

Reference yield:

4-(benzyloxy)benzyl bromide (5544-60-5) → (+)-Delesserin (82198-78-5)

Guidance literature:

Multi-step reaction with 5 steps

1: 86 percent / LDA / tetrahydrofuran / -75 °C

2: LDA / tetrahydrofuran / -75 °C

3: DMSO, (COCl)2, Et₃N / CH₂Cl₂

4: TsOH / methanol

5: H₂ / Pd/C / methanol

With oxalyl dichloride; hydrogen; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine; lithium diisopropyl amide; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane;

upstream raw materials:

(4-hydroxyphenyl)methanol

2-O-methyl ascorbic acid

(3S,5R)-3-(4-Benzyloxy-benzyl)-5-((S)-2-benzyloxy-1-hydroxy-ethyl)-3-methoxy-furan-2,4-dione

4-(benzyloxy)benzyl bromide