4-pentenyl 2-amino-4-O-tert-butyldimethylsilyl-2-N-3-O-carbonyl-2-deoxy-6-O-p-toluenesulfonyl-D-mannopyranoside

Base Information

• Chemical Name: 4-pentenyl 2-amino-4-O-tert-butyldimethylsilyl-2-N-3-O-carbonyl-2-deoxy-6-O-p-toluenesulfonyl-D-mannopyranoside
• CAS No.: 1133982-09-8
• Molecular Formula: C₂₅H₃₉NO₈SSi
• Molecular Weight: 541.738
• Mol file: 1133982-09-8.mol

Synonyms:4-pentenyl 2-amino-4-O-tert-butyldimethylsilyl-2-N-3-O-carbonyl-2-deoxy-6-O-p-toluenesulfonyl-D-mannopyranoside

Chemical Property of 4-pentenyl 2-amino-4-O-tert-butyldimethylsilyl-2-N-3-O-carbonyl-2-deoxy-6-O-p-toluenesulfonyl-D-mannopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of 4-pentenyl 2-amino-4-O-tert-butyldimethylsilyl-2-N-3-O-carbonyl-2-deoxy-6-O-p-toluenesulfonyl-D-mannopyranoside

There total 1 articles about 4-pentenyl 2-amino-4-O-tert-butyldimethylsilyl-2-N-3-O-carbonyl-2-deoxy-6-O-p-toluenesulfonyl-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: 67.0%

n-Pent-4-enyl alcohol (821-09-0) + 4O-tert-butyldimethylsilyl-3-O-carbamoyl-6-O-p-toluenesulfonyl-D-glucal (1133981-93-7) → 4-pentenyl 2-amino-4-O-tert-butyldimethylsilyl-2-N-3-O-carbonyl-2-deoxy-6-O-p-toluenesulfonyl-D-mannopyranoside + 4-pentenyl 2-amino-4-O-tert-butyldimethylsilyl-2-N-3-O-carbonyl-2-deoxy-6-O-p-toluenesulfonyl-D-mannopyranoside (1133982-09-8) + 1,2-dideoxy-4-O-tert-butyldimethylsilyl-6-O-p-toluenesulfonyl-D-erythro-hex-1-enopyran-3-ulose

Guidance literature:

With dirhodium tetraacetate; iodosylbenzene; In dichloromethane; at 23 ℃; for 3h; optical yield given as %de; stereoselective reaction; Inert atmosphere; Molecular sieve;

DOI:10.1021/ol900126q

upstream raw materials:

n-Pent-4-enyl alcohol

4O-tert-butyldimethylsilyl-3-O-carbamoyl-6-O-p-toluenesulfonyl-D-glucal