phenyl 4,6-O-benzylidene-2-O-bromoacetyl-3-O-pivaloyl-1-thio-α-D-mannopyranoside

Base Information

• Chemical Name: phenyl 4,6-O-benzylidene-2-O-bromoacetyl-3-O-pivaloyl-1-thio-α-D-mannopyranoside
• CAS No.: 1256138-08-5
• Molecular Formula: C₂₆H₂₉BrO₇S
• Molecular Weight: 565.482

Synonyms:phenyl 4,6-O-benzylidene-2-O-bromoacetyl-3-O-pivaloyl-1-thio-α-D-mannopyranoside

Chemical Property of phenyl 4,6-O-benzylidene-2-O-bromoacetyl-3-O-pivaloyl-1-thio-α-D-mannopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of phenyl 4,6-O-benzylidene-2-O-bromoacetyl-3-O-pivaloyl-1-thio-α-D-mannopyranoside

There total 5 articles about phenyl 4,6-O-benzylidene-2-O-bromoacetyl-3-O-pivaloyl-1-thio-α-D-mannopyranoside 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: 87.0%

phenyl-4,6-O-benzylidene-3-O-pivaloyl-1-thio-α-D-mannopyranoside (1256138-05-2) + 2-Bromoacetyl bromide (598-21-0) → phenyl 4,6-O-benzylidene-2-O-bromoacetyl-3-O-pivaloyl-1-thio-α-D-mannopyranoside (1256138-08-5)

Guidance literature:

In dichloromethane; at 0 ℃; for 0.333333h; Inert atmosphere;

DOI:10.1021/ja1054065

Reference yield:

D-Mannose (530-26-7) → phenyl 4,6-O-benzylidene-2-O-bromoacetyl-3-O-pivaloyl-1-thio-α-D-mannopyranoside (1256138-08-5)

Guidance literature:

Multi-step reaction with 4 steps

1.1: acetic anhydride; iodine / 20 °C

1.2: 0 - 20 °C

1.3: 20 °C

2.1: camphor-10-sulfonic acid / N,N-dimethyl-formamide / 50 °C / 76.01 Torr

3.1: pyridine / 0 - 20 °C / Inert atmosphere

4.1: pyridine / dichloromethane / 0.33 h / 0 °C / Inert atmosphere

With pyridine; camphor-10-sulfonic acid; iodine; acetic anhydride; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1002/chem.201203725

Reference yield:

(2R,3S,4S,5S,6R)-2-Hydroxymethyl-6-phenylsulfanyl-tetrahydro-pyran-3,4,5-triol (2936-70-1,5624-48-6,13992-15-9,16758-34-2,28244-97-5,77481-63-1,105088-17-3,149495-84-1,77481-62-0) → phenyl 4,6-O-benzylidene-2-O-bromoacetyl-3-O-pivaloyl-1-thio-α-D-mannopyranoside (1256138-08-5)

Guidance literature:

Multi-step reaction with 3 steps

1: camphor-10-sulfonic acid / N,N-dimethyl-formamide / 50 °C / 76.01 Torr

2: pyridine / 0 - 20 °C / Inert atmosphere

3: pyridine / dichloromethane / 0.33 h / 0 °C / Inert atmosphere

With pyridine; camphor-10-sulfonic acid; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1002/chem.201203725

upstream raw materials:

phenyl-4,6-O-benzylidene-3-O-pivaloyl-1-thio-α-D-mannopyranoside

2-Bromoacetyl bromide

D-Mannose

thiophenol

Downstream raw materials:

C₃₀H₄₃BrO₁₃

methyl (4,6-O-benzylidene-2-O-bromoacetyl-3-O-pivaloyl-α-D-mannopyranoside)-(1->6)-2,3,4-O-methyl-α-D-glucopyranoside

methyl (4,6-O-benzylidene-2-O-diazoacetyl-3-O-pivaloyl-α-D-mannopyranoside)-(1->6)-2,3,4-O-methyl-α-D-glucopyranoside

C₃₀H₄₂O₁₃

Post a RFQ

Cas No.:

Product Name:

Quantity:

Please select Metric Ton KG G Pound L ML

Email:

Company name:

Valid Period:

Detailed Requirements:

• Sample
• MOQ
• GMP
• FDA
• Price
  FOB CIF CFR EXW
• Urgent purchase

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

Remove

Submit

1

What can I do for you?
Get Best Price

Get Best Price for 1256138-08-5 phenyl 4,6-O-benzylidene-2-O-bromoacetyl-3-O-pivaloyl-1-thio-α-D-mannopyranoside

Send

Send

Metric Ton KG G Pound L ML

Send

Send