methyl 2,4-dideoxy-2,4-di-C-methyl-6-O-trityl-α-D-lyxopyranosid-3-ulose

Base Information

• Chemical Name: methyl 2,4-dideoxy-2,4-di-C-methyl-6-O-trityl-α-D-lyxopyranosid-3-ulose
• CAS No.: 109915-02-8
• Molecular Formula: C₂₈H₃₀O₄
• Molecular Weight: 430.544
• Mol file: 109915-02-8.mol

Synonyms:methyl 2,4-dideoxy-2,4-di-C-methyl-6-O-trityl-α-D-lyxopyranosid-3-ulose

Chemical Property of methyl 2,4-dideoxy-2,4-di-C-methyl-6-O-trityl-α-D-lyxopyranosid-3-ulose

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 2,4-dideoxy-2,4-di-C-methyl-6-O-trityl-α-D-lyxopyranosid-3-ulose

There total 13 articles about methyl 2,4-dideoxy-2,4-di-C-methyl-6-O-trityl-α-D-lyxopyranosid-3-ulose 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: 75.0%

methyl 2,4-dideoxy-2,4-di-C-methyl-6-O-trityl-α-D-arabino-hexopyranosid-3-ulose (109915-01-7) → methyl 2,4-dideoxy-2,4-di-C-methyl-6-O-trityl-α-D-lyxopyranosid-3-ulose (109915-02-8)

Guidance literature:

With sodium methylate; In methanol; at -78 ℃; for 6h;

Reference yield: 62.0%

methyl 2,4-dideoxy-2,4-di-C-methyl-6-O-trityl-α-D-idopyranoside (109914-99-0) → methyl 2,4-dideoxy-2,4-di-C-methyl-6-O-trityl-α-D-lyxopyranosid-3-ulose (109915-02-8)

Guidance literature:

With oxalyl dichloride; dimethyl sulfoxide; In dichloromethane; at -60 ℃; for 2h;

Reference yield:

methyl 2,3-anhydro-4,6-O-benzylidene-α-D-allopyranoside (2880-96-8,3150-15-0,3150-16-1,3257-59-8,14187-71-4,15384-57-3,19465-13-5,32976-15-1,52885-37-7,53270-02-3,53270-03-4,65391-11-9,65391-12-0,66537-92-6,67226-04-4,71184-14-0,86420-78-2,86420-79-3,91177-51-4,91177-52-5,117708-93-7,120408-72-2) → methyl 2,4-dideoxy-2,4-di-C-methyl-6-O-trityl-α-D-lyxopyranosid-3-ulose (109915-02-8)

Guidance literature:

Multi-step reaction with 8 steps

1: 56 percent / Cu(I)I / diethyl ether / 5 h / 0 °C

2: 94 percent / NaH / tetrahydrofuran / 18 h / Heating

3: 85 percent / toluene-p-sulphonic acid monohydrate / methanol / 3 h / 0 °C

4: 95 percent / pyridine / 70 °C

5: oxalylchloride, DMSO / CH₂Cl₂ / 4 h / -60 °C

6: 84 percent / n-butyl-lithium / diethyl ether; hexane / 2 h / Heating

7: 35 percent / H₂ / 10percent Pd-C / ethyl acetate / 1 h / 50 °C

8: 62 percent / DMSO, oxalyl chloride / CH₂Cl₂ / 2 h / -60 °C

With copper(l) iodide; n-butyllithium; oxalyl dichloride; Chloro-oxo-acetic acid; hydrogen; sodium hydride; toluene-4-sulfonic acid; dimethyl sulfoxide; palladium on activated charcoal; In tetrahydrofuran; pyridine; methanol; diethyl ether; hexane; dichloromethane; ethyl acetate;

upstream raw materials:

methyl 2,4-dideoxy-2,4-di-C-methyl-6-O-trityl-α-D-idopyranoside

methyl 2,4-dideoxy-2,4-di-C-methyl-6-O-trityl-α-D-arabino-hexopyranosid-3-ulose

methyl 3,4-anhydro-2-deoxy-2-C-methyl-6-O-trityl-α-D-altropyranoside

methyl 4-bromo-2,4-dideoxy-2-C-methyl-6-O-triphenylmethyl-α-D-idopyranoside

Downstream raw materials:

(2S,3R,5S,6S)-2-Methoxy-3,5-dimethyl-6-trityloxymethyl-tetrahydro-pyran-4-ol

methyl 2,4-dideoxy-2,4-di-C-methyl-6-O-trityl-α-D-talopyranoside

methyl 2,3,4-trideoxy-2,3-di-C-methyl-6-O-trityl-α-D-ribo-hexopyranoside

methyl 2,3,4-trideoxy-2,4-di-C-methyl-6-O-(triphenylmethyl)-α-D-arabino-hexopyranoside