phenylmethyl-2,3-O-(1-methylethylidene)-5-deoxy-6-O--α-D-mannofuranoside

Base Information

• Chemical Name: phenylmethyl-2,3-O-(1-methylethylidene)-5-deoxy-6-O--α-D-mannofuranoside
• CAS No.: 77988-68-2
• Molecular Formula: C₂₂H₃₆O₅Si
• Molecular Weight: 408.61
• Mol file: 77988-68-2.mol

Synonyms:phenylmethyl-2,3-O-(1-methylethylidene)-5-deoxy-6-O--α-D-mannofuranoside

Chemical Property of phenylmethyl-2,3-O-(1-methylethylidene)-5-deoxy-6-O--α-D-mannofuranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of phenylmethyl-2,3-O-(1-methylethylidene)-5-deoxy-6-O--α-D-mannofuranoside

There total 4 articles about phenylmethyl-2,3-O-(1-methylethylidene)-5-deoxy-6-O--α-D-mannofuranoside 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: 99.0%

tert-butyldimethylsilyl chloride (18162-48-6) + phenylmethyl-2,3-O-(1-methylethylidene)-5-deoxy-α-D-mannofuranoside (74911-93-6) → phenylmethyl-2,3-O-(1-methylethylidene)-5-deoxy-6-O--α-D-mannofuranoside (77988-68-2)

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide; for 15h; Ambient temperature;

Reference yield:

1-O-benzyl-2,3-O-isopropylidene-α-D-manno-furanose (74912-02-0,79940-48-0,94118-99-7,20689-03-6) → phenylmethyl-2,3-O-(1-methylethylidene)-5-deoxy-6-O--α-D-mannofuranoside (77988-68-2)

Guidance literature:

Multi-step reaction with 4 steps

1: CH₂Cl₂ / 24 h / Ambient temperature

2: acetic anhydride / 1 h / 130 °C

3: 1.) 9-borabicyclo<3.3.1>nonane; 2.) 6 M NaOH, 30percent H₂O₂ / 1.) THF, 2.5 h, r.t; 2.) EtOH, 1 h, 60 deg C

4: 99 percent / imidazole / dimethylformamide / 15 h / Ambient temperature

With 1H-imidazole; sodium hydroxide; 9-borabicyclo[3.3.1]nonane dimer; dihydrogen peroxide; acetic anhydride; In dichloromethane; N,N-dimethyl-formamide;

Reference yield:

phenylmethyl-2,3-O-(1-methylethylidene)-5,6-didehydro-5,6-dideoxy-α-D-mannofuranoside (74911-90-3) → phenylmethyl-2,3-O-(1-methylethylidene)-5-deoxy-6-O--α-D-mannofuranoside (77988-68-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) 9-borabicyclo<3.3.1>nonane; 2.) 6 M NaOH, 30percent H₂O₂ / 1.) THF, 2.5 h, r.t; 2.) EtOH, 1 h, 60 deg C

2: 99 percent / imidazole / dimethylformamide / 15 h / Ambient temperature

With 1H-imidazole; sodium hydroxide; 9-borabicyclo[3.3.1]nonane dimer; dihydrogen peroxide; In N,N-dimethyl-formamide;

upstream raw materials:

tert-butyldimethylsilyl chloride

phenylmethyl-2,3-O-(1-methylethylidene)-5-deoxy-α-D-mannofuranoside

1-O-benzyl-2,3-O-isopropylidene-α-D-manno-furanose

phenylmethyl-2,3-O-(1-methylethylidene)-5,6-didehydro-5,6-dideoxy-α-D-mannofuranoside