phenyl 4,6-di-O-acetyl-2,3-diazido-2,3-dideoxy-1-thio-β-D-mannopyranoside

Base Information

Chemical Name:phenyl 4,6-di-O-acetyl-2,3-diazido-2,3-dideoxy-1-thio-β-D-mannopyranoside
CAS No.:1319717-00-4
Molecular Formula:C₁₆H₁₈N₆O₅S
Molecular Weight:406.422
Hs Code.:

Synonyms:phenyl 4,6-di-O-acetyl-2,3-diazido-2,3-dideoxy-1-thio-β-D-mannopyranoside

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of phenyl 4,6-di-O-acetyl-2,3-diazido-2,3-dideoxy-1-thio-β-D-mannopyranoside

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Technology Process of phenyl 4,6-di-O-acetyl-2,3-diazido-2,3-dideoxy-1-thio-β-D-mannopyranoside

There total 1 articles about phenyl 4,6-di-O-acetyl-2,3-diazido-2,3-dideoxy-1-thio-β-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:

: 108-98-5
thiophenol

: 287719-36-2
acetyl 4,6-di-O-acetyl-2,3-diazido-2,3-dideoxy-D-mannopyranoside

: 1319717-00-4
phenyl 4,6-di-O-acetyl-2,3-diazido-2,3-dideoxy-1-thio-β-D-mannopyranoside

: 1319717-16-2
phenyl 4,6-di-O-acetyl-2,3-diazido-2,3-dideoxy-1-thio-α-D-mannopyranoside

Guidance literature:: With boron trifluoride diethyl etherate; In 1,2-dichloro-ethane; at 50 ℃; for 5h; optical yield given as %de; stereoselective reaction;
DOI:10.1021/jo201179p

Reference yield: 98.0%

: 1319717-00-4
phenyl 4,6-di-O-acetyl-2,3-diazido-2,3-dideoxy-1-thio-β-D-mannopyranoside

: 1319717-03-7
phenyl 2,3-diazido-2,3-dideoxy-1-thio-β-D-mannopyranoside

Guidance literature:: phenyl 4,6-di-O-acetyl-2,3-diazido-2,3-dideoxy-1-thio-β-D-mannopyranoside; With sodium methylate; In methanol; for 1.5h;

In methanol;
DOI:10.1021/jo201179p

Reference yield:

: 1319717-00-4
phenyl 4,6-di-O-acetyl-2,3-diazido-2,3-dideoxy-1-thio-β-D-mannopyranoside

: 1319717-06-0
methyl (phenyl 4-O-acetyl-2,3-diazido-2,3-dideoxy-1-thio-β-D-mannopyranosyl uronate)

Guidance literature:: Multi-step reaction with 4 steps

1.1: sodium methylate / methanol / 1.5 h

1.2: Amberlite-H⁺

2.1: 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene / water; ethyl acetate / 1 h / 0 - 20 °C

3.1: potassium carbonate / N,N-dimethyl-formamide / 20 °C

4.1: pyridine

With pyridine; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene; sodium methylate; potassium carbonate; In methanol; water; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/jo201179p