Methyl-4-O-benzoyl-2,6-didesoxy-3-C-methyl-α-D-ribo-hexopyranosid

Base Information

• Chemical Name: Methyl-4-O-benzoyl-2,6-didesoxy-3-C-methyl-α-D-ribo-hexopyranosid
• CAS No.: 74995-85-0
• Molecular Formula: C₁₅H₂₀O₅
• Molecular Weight: 280.321
• Mol file: 74995-85-0.mol

Synonyms:Methyl-4-O-benzoyl-2,6-didesoxy-3-C-methyl-α-D-ribo-hexopyranosid

Chemical Property of Methyl-4-O-benzoyl-2,6-didesoxy-3-C-methyl-α-D-ribo-hexopyranosid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Methyl-4-O-benzoyl-2,6-didesoxy-3-C-methyl-α-D-ribo-hexopyranosid

There total 10 articles about Methyl-4-O-benzoyl-2,6-didesoxy-3-C-methyl-α-D-ribo-hexopyranosid 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: 83.0%

methyl 4-O-benzoyl-6-bromo-2,6-dideoxy-3-C-methyl-α-D-ribo-hexopyranoside (74995-84-9) → Methyl-4-O-benzoyl-2,6-didesoxy-3-C-methyl-α-D-ribo-hexopyranosid (74995-85-0)

Guidance literature:

With hydrogen; triethylamine; nickel; In methanol; under 2942.03 Torr;

Reference yield: 79.0%

Benzoic acid (2S,3R,6S)-2-bromomethyl-4-hydroxy-6-methoxy-4-methyl-tetrahydro-pyran-3-yl ester (26706-32-1,68536-35-6,74995-84-9) → Benzoic acid (2R,3R,6S)-4-hydroxy-6-methoxy-2,4-dimethyl-tetrahydro-pyran-3-yl ester (68536-36-7,74995-85-0,99922-56-2,99946-52-8)

Guidance literature:

With triethylamine; W₂ Raney nickel; In methanol; ethyl acetate; for 10h; Ambient temperature;

DOI:10.1016/S0040-4039(00)95922-7

Reference yield: 12.0%

methyl 2,6-dideoxy-3-C-methyl-α-D-arabino-hexopyranoside (73712-09-1) + benzoyl chloride (98-88-4) → Benzoic acid (2R,3R,6S)-4-hydroxy-6-methoxy-2,4-dimethyl-tetrahydro-pyran-3-yl ester (68536-36-7,74995-85-0,99922-56-2,99946-52-8) + Benzoic acid (2R,3R,4R,6S)-3-hydroxy-6-methoxy-2,4-dimethyl-tetrahydro-pyran-4-yl ester (110906-64-4)

Guidance literature:

With triethylamine; Yield given. Multistep reaction; 1.) PhCH₃, reflux, 4 h 2.) room temp. 1 h;

DOI:10.1016/S0040-4039(00)95922-7

upstream raw materials:

Benzoic acid (2S,3R,6S)-2-bromomethyl-4-hydroxy-6-methoxy-4-methyl-tetrahydro-pyran-3-yl ester

methyl 2,6-dideoxy-3-C-methyl-α-D-arabino-hexopyranoside

benzoyl chloride

methyl 4,6-O-(R)-benzylidene-2-deoxy-α-D-erythrohexopyranosid-3-ulose

Downstream raw materials:

(3R,4R,5R)-3,4-Bis-benzyloxy-5-hydroxy-hexanoic acid (2R,3R,4R,6S)-3-hydroxy-6-methoxy-2,4-dimethyl-tetrahydro-pyran-4-yl ester

(3R,4R,5R)-3,4-Bis-benzyloxy-5-hydroxy-hexanoic acid (2R,3R,4R,6S)-4-hydroxy-6-methoxy-2,4-dimethyl-tetrahydro-pyran-3-yl ester

(2R,3R,4R,6S)-4-((2R,3S,4S,5R,6R)-4,5-Bis-benzyloxy-6-methyl-3-phenylselanyl-tetrahydro-pyran-2-yloxy)-6-methoxy-2,4-dimethyl-tetrahydro-pyran-3-ol

C₃₄H₄₂O₈Se