(2R,3S,4R,5R,6S)-3,5-Bis-benzyloxy-4-(2-ethoxy-ethoxy)-2-methoxy-6-methyl-tetrahydro-pyran

Base Information

• Chemical Name: (2R,3S,4R,5R,6S)-3,5-Bis-benzyloxy-4-(2-ethoxy-ethoxy)-2-methoxy-6-methyl-tetrahydro-pyran
• CAS No.: 852561-99-0
• Molecular Formula: C₂₅H₃₄O₆
• Molecular Weight: 430.541
• Mol file: 852561-99-0.mol

Synonyms:(2R,3S,4R,5R,6S)-3,5-Bis-benzyloxy-4-(2-ethoxy-ethoxy)-2-methoxy-6-methyl-tetrahydro-pyran

Chemical Property of (2R,3S,4R,5R,6S)-3,5-Bis-benzyloxy-4-(2-ethoxy-ethoxy)-2-methoxy-6-methyl-tetrahydro-pyran

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,3S,4R,5R,6S)-3,5-Bis-benzyloxy-4-(2-ethoxy-ethoxy)-2-methoxy-6-methyl-tetrahydro-pyran

There total 4 articles about (2R,3S,4R,5R,6S)-3,5-Bis-benzyloxy-4-(2-ethoxy-ethoxy)-2-methoxy-6-methyl-tetrahydro-pyran 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: 95.0%

(2R,3S,4R,5R,6S)-4-(2-Ethoxy-ethoxy)-2-methoxy-6-methyl-tetrahydro-pyran-3,5-diol (852561-93-4) + benzyl bromide (100-39-0) → (2R,3S,4R,5R,6S)-3,5-Bis-benzyloxy-4-(2-ethoxy-ethoxy)-2-methoxy-6-methyl-tetrahydro-pyran (852561-99-0)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; at 20 ℃; for 12h;

DOI:10.1055/s-2005-864792

Reference yield:

Benzoic acid (2R,3S,4R,5R,6S)-5-acetoxy-4-(2-ethoxy-ethoxy)-2-methoxy-6-methyl-tetrahydro-pyran-3-yl ester → (2R,3S,4R,5R,6S)-3,5-Bis-benzyloxy-4-(2-ethoxy-ethoxy)-2-methoxy-6-methyl-tetrahydro-pyran (852561-99-0)

Guidance literature:

Multi-step reaction with 2 steps

1: BaO / methanol / 18 h / 20 °C

2: 95 percent / NaH / dimethylformamide / 12 h / 20 °C

With sodium hydride; barium(II) oxide; In methanol; N,N-dimethyl-formamide;

DOI:10.1055/s-2005-864792

Reference yield:

Methyl 4-O-acetyl-2-O-benzoyl-6-deoxy-α-L-galactopyranoside (123076-96-0) → (2R,3S,4R,5R,6S)-3,5-Bis-benzyloxy-4-(2-ethoxy-ethoxy)-2-methoxy-6-methyl-tetrahydro-pyran (852561-99-0)

Guidance literature:

Multi-step reaction with 3 steps

1: PPTS / CH₂Cl₂ / 12 h / 20 °C

2: BaO / methanol / 18 h / 20 °C

3: 95 percent / NaH / dimethylformamide / 12 h / 20 °C

With pyridinium p-toluenesulfonate; sodium hydride; barium(II) oxide; In methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1055/s-2005-864792

upstream raw materials:

(2R,3S,4R,5R,6S)-4-(2-Ethoxy-ethoxy)-2-methoxy-6-methyl-tetrahydro-pyran-3,5-diol

benzyl bromide

Methyl 4-O-acetyl-2-O-benzoyl-6-deoxy-α-L-galactopyranoside

methyl L-fucopyranoside

Downstream raw materials:

Methyl 2,4-di-O-benzyl-6-deoxy-α-L-xylo-hexopyranosid-3-ulose

(2R,3S,5S,6S)-3,5-Bis-benzyloxy-2-methoxy-6-methyl-tetrahydro-pyran-4-one oxime

Methyl 2,4-di-O-benzyl-6-deoxy-α-L-galactopyranoside