(2R,3S,6R)-6-(4-tert-Butyl-phenoxy)-2-hydroxymethyl-3,6-dihydro-2H-pyran-3-ol

Base Information

• Chemical Name: (2R,3S,6R)-6-(4-tert-Butyl-phenoxy)-2-hydroxymethyl-3,6-dihydro-2H-pyran-3-ol
• CAS No.: 201233-15-0
• Molecular Formula: C₁₆H₂₂O₄
• Molecular Weight: 278.348
• Mol file: 201233-15-0.mol

Synonyms:(2R,3S,6R)-6-(4-tert-Butyl-phenoxy)-2-hydroxymethyl-3,6-dihydro-2H-pyran-3-ol

Chemical Property of (2R,3S,6R)-6-(4-tert-Butyl-phenoxy)-2-hydroxymethyl-3,6-dihydro-2H-pyran-3-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,3S,6R)-6-(4-tert-Butyl-phenoxy)-2-hydroxymethyl-3,6-dihydro-2H-pyran-3-ol

There total 2 articles about (2R,3S,6R)-6-(4-tert-Butyl-phenoxy)-2-hydroxymethyl-3,6-dihydro-2H-pyran-3-ol 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:

4-t-butylphenyl4, 6-di-O-acetyl-2,3-dideoxy-α-D-erythro-hex-2-enopyranoside (171082-23-8) → (2R,3S,6R)-6-(4-tert-Butyl-phenoxy)-2-hydroxymethyl-3,6-dihydro-2H-pyran-3-ol (201233-15-0)

Guidance literature:

With sodium methylate; In methanol; at 25 ℃; for 24h;

DOI:10.1080/00397919508011424

Reference yield:

D-glucal triacetate (2873-29-2) → (2R,3S,6R)-6-(4-tert-Butyl-phenoxy)-2-hydroxymethyl-3,6-dihydro-2H-pyran-3-ol (201233-15-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 49 percent / chlorobenzene / 15 h / Heating

2: NaOMe / methanol / 24 h / 25 °C

With sodium methylate; In methanol; chlorobenzene;

DOI:10.1080/00397919508011424

Reference yield:

benzyl chloride (100-44-7) + (2R,3S,6R)-6-(4-tert-Butyl-phenoxy)-2-hydroxymethyl-3,6-dihydro-2H-pyran-3-ol (201233-15-0) → p-tert-butylphenyl 4,6-di-O-benzyl-2,3-dideoxy-α,β-D-erythro-hex-2-enopyranoside (170156-80-6)

Guidance literature:

With sodium hydroxide; In methanol; toluene; at 60 ℃; for 5h; Yield given;

DOI:10.1080/00397919508011424

upstream raw materials:

4-t-butylphenyl4, 6-di-O-acetyl-2,3-dideoxy-α-D-erythro-hex-2-enopyranoside

D-glucal triacetate

Downstream raw materials:

p-tert-butylphenyl 4,6-di-O-benzyl-2,3-dideoxy-α,β-D-erythro-hex-2-enopyranoside

p-tert-Butylphenyl 6-O-(tert-butyldimethylsilyl)-2,3-dideoxy-α-D-erythro-hex-2-enopyranoside

p-tert-butylphenyl 4,6-di-O-tert-butyl(dimethyl)silyl-2,3-dideoxy-α-D-erythro-hex-2-enopyranoside

1-[5,6-di-O-(tert-butyldimethylsilyl)-2,3-dideoxy-β-D-erythro-hex-2-enopyranosyl]-4-chlorobenzene