methyl (E)-4-O-benzoyl-2,3-di-O-benzyl-6,7,8-trideoxy-α-D-galacto-oct-6-enoside

Base Information

• Chemical Name: methyl (E)-4-O-benzoyl-2,3-di-O-benzyl-6,7,8-trideoxy-α-D-galacto-oct-6-enoside
• CAS No.: 124780-54-7
• Molecular Formula: C₃₀H₃₂O₆
• Molecular Weight: 488.58
• Mol file: 124780-54-7.mol

Synonyms:methyl (E)-4-O-benzoyl-2,3-di-O-benzyl-6,7,8-trideoxy-α-D-galacto-oct-6-enoside

Chemical Property of methyl (E)-4-O-benzoyl-2,3-di-O-benzyl-6,7,8-trideoxy-α-D-galacto-oct-6-enoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl (E)-4-O-benzoyl-2,3-di-O-benzyl-6,7,8-trideoxy-α-D-galacto-oct-6-enoside

There total 1 articles about methyl (E)-4-O-benzoyl-2,3-di-O-benzyl-6,7,8-trideoxy-α-D-galacto-oct-6-enoside 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%

methyl (E)-2,3-di-O-benzyl-6,7,8-trideoxy-α-D-galacto-oct-6-enopyranoside (124780-66-1) + benzoyl chloride (98-88-4) → methyl (E)-4-O-benzoyl-2,3-di-O-benzyl-6,7,8-trideoxy-α-D-galacto-oct-6-enoside (124780-54-7)

Guidance literature:

With pyridine; In dichloromethane; for 72h;

DOI:10.1071/CH9901657

Reference yield:

methyl (E)-4-O-benzoyl-2,3-di-O-benzyl-6,7,8-trideoxy-α-D-galacto-oct-6-enoside (124780-54-7) → Methyl 6-Amino-6,8-dideoxy-1-thio-D-erythro-α-D-galacto-octopyranoside (14810-93-6)

Guidance literature:

Multi-step reaction with 8 steps

2: imidazole, NaH / dimethylformamide / 1) 12h, 0 deg C, 2) 48h, r.t.

3: 100 percent / NaH / dimethylformamide / 12 h / Ambient temperature

4: 100 percent / sulfuric acid / -20 - 0 °C

5: 75 percent / trimethylsilyl trifluoromethanesulfonate / CCl₄ / 3 h / Heating

6: 80 percent / 1) KOH, ethylene glycol, 2) MeOH / 1) reflux, 96h, 2) r.t., 3h

7: Na, NH₃ / tetrahydrofuran / 0.25 h / -78 °C

8: 91 percent / hydrazine hydrate / 3 h / Heating

With 1H-imidazole; methanol; potassium hydroxide; trimethylsilyl trifluoromethanesulfonate; sulfuric acid; ammonia; sodium; sodium hydride; hydrazine hydrate; ethylene glycol; In tetrahydrofuran; tetrachloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jo00292a044

Reference yield:

methyl (E)-4-O-benzoyl-2,3-di-O-benzyl-6,7,8-trideoxy-α-D-galacto-oct-6-enoside (124780-54-7) → Methyl 2,3-Bis-O-(phenylmethyl)-6,8-dideoxy-7,6-<2-(N,N-dimethylamino)-1-oxa-3-azaprop-2-eno>-D-erythro-α-D-galacto-octopyranoside (124780-56-9)

Guidance literature:

Multi-step reaction with 2 steps

2: imidazole, NaH / dimethylformamide / 1) 12h, 0 deg C, 2) 48h, r.t.

With 1H-imidazole; sodium hydride; In N,N-dimethyl-formamide;

DOI:10.1021/jo00292a044

upstream raw materials:

methyl (E)-2,3-di-O-benzyl-6,7,8-trideoxy-α-D-galacto-oct-6-enopyranoside

benzoyl chloride

Downstream raw materials:

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

methyl 6,7-anhydro-2,3-di-O-benzyl-8-deoxy-4-O-methyl-α-D-threo-D-galacto-octoside

methyl 4,7-anhydro-2,3-di-O-benzyl-8-deoxy-β-L-erythro-D-galacto-octoside

Trichloro-acetic acid (2R,3R,4S,5R,6S)-4,5-bis-benzyloxy-6-methoxy-2-((2S,3R)-3-methyl-oxiranyl)-tetrahydro-pyran-3-yl ester