methyl 6-O-benzyl-2-O-{[2-(trimethylsilyl)ethoxy]methyl}-α-D-allopyranoside

Base Information

• Chemical Name: methyl 6-O-benzyl-2-O-{[2-(trimethylsilyl)ethoxy]methyl}-α-D-allopyranoside
• CAS No.: 863554-18-1
• Molecular Formula: C₂₀H₃₄O₇Si
• Molecular Weight: 414.571
• Mol file: 863554-18-1.mol

Synonyms:methyl 6-O-benzyl-2-O-{[2-(trimethylsilyl)ethoxy]methyl}-α-D-allopyranoside

Chemical Property of methyl 6-O-benzyl-2-O-{[2-(trimethylsilyl)ethoxy]methyl}-α-D-allopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 6-O-benzyl-2-O-{[2-(trimethylsilyl)ethoxy]methyl}-α-D-allopyranoside

There total 8 articles about methyl 6-O-benzyl-2-O-{[2-(trimethylsilyl)ethoxy]methyl}-α-D-allopyranoside 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%

methyl 6-O-benzyl-3,4-O-isopropylidene-2-O-{[2-(trimethylsilyl)ethoxy]methyl}-α-D-allopyranoside (863554-24-9) → methyl 6-O-benzyl-2-O-{[2-(trimethylsilyl)ethoxy]methyl}-α-D-allopyranoside (863554-18-1)

Guidance literature:

In water; acetic acid; at 20 ℃; for 4.5h;

DOI:10.1002/hlca.200590099

Reference yield:

methyl 6-O-benzyl-3,4-O-isopropylidene-α-D-altropyranoside (863554-22-7) → methyl 6-O-benzyl-2-O-{[2-(trimethylsilyl)ethoxy]methyl}-α-D-allopyranoside (863554-18-1)

Guidance literature:

Multi-step reaction with 4 steps

1: 100 percent / 4-methylmorpholine 4-oxide; tetrapropylammonium perruthenate / CH₂Cl₂ / 1 h

2: 88 percent / NaBH₄ / ethanol / 0.5 h / 0 °C

3: 80 percent / KH / tetrahydrofuran / 1 h

4: 80 percent / acetic acid; H₂O / 4.5 h / 20 °C

With sodium tetrahydroborate; tetrapropylammonium perruthennate; potassium hydride; 4-methylmorpholine N-oxide; In tetrahydrofuran; ethanol; dichloromethane; water; acetic acid;

DOI:10.1002/hlca.200590099

Reference yield:

methyl 6-O-benzyl-3,4-O-isopropylidene-α-D-allopyranoside (863554-23-8) → methyl 6-O-benzyl-2-O-{[2-(trimethylsilyl)ethoxy]methyl}-α-D-allopyranoside (863554-18-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 80 percent / KH / tetrahydrofuran / 1 h

2: 80 percent / acetic acid; H₂O / 4.5 h / 20 °C

With potassium hydride; In tetrahydrofuran; water; acetic acid;

DOI:10.1002/hlca.200590099

upstream raw materials:

methyl 6-O-benzyl-3,4-O-isopropylidene-2-O-{[2-(trimethylsilyl)ethoxy]methyl}-α-D-allopyranoside

(3aR,4R,6S,7aR)-4-Benzyloxymethyl-6-methoxy-2,2-dimethyl-dihydro-[1,3]dioxolo[4,5-c]pyran-7-one

methyl 6-O-benzyl-3,4-O-isopropylidene-α-D-altropyranoside

methyl 6-O-benzyl-3,4-O-isopropylidene-α-D-allopyranoside

Downstream raw materials:

methyl 6-O-[(tert-butyl)dimethylsilyl]-3,4-bis-O-(4-methoxybenzyl)-2-O-{[2-(trimethylsilyl)ethoxy]methyl}-α-D-allopyranoside

methyl 3,4-bis-O-(4-methoxybenzyl)-2-O-{[2-(trimethylsilyl)ethoxy]methyl}-α-D-allopyranoside