methyl 2-S-acetyl-3-O-benzyl-4,6-O-benzylidene-2-deoxy-2-thio-α-D-mannopyranoside

Base Information

Chemical Name:methyl 2-S-acetyl-3-O-benzyl-4,6-O-benzylidene-2-deoxy-2-thio-α-D-mannopyranoside
CAS No.:853943-20-1
Molecular Formula:C₂₃H₂₆O₆S
Molecular Weight:430.522
Hs Code.:

Synonyms:methyl 2-S-acetyl-3-O-benzyl-4,6-O-benzylidene-2-deoxy-2-thio-α-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 methyl 2-S-acetyl-3-O-benzyl-4,6-O-benzylidene-2-deoxy-2-thio-α-D-mannopyranoside

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Technology Process of methyl 2-S-acetyl-3-O-benzyl-4,6-O-benzylidene-2-deoxy-2-thio-α-D-mannopyranoside

There total 3 articles about methyl 2-S-acetyl-3-O-benzyl-4,6-O-benzylidene-2-deoxy-2-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: 89.0%

: 94160-77-7
methyl 2-O-trifluoromethanesulfonyl-3-O-benzyl-(R)-4,6-O-benzylidene-α-D-glucopyranoside

: 10387-40-3
potassium thioacetate

: 853943-20-1
methyl 2-S-acetyl-3-O-benzyl-4,6-O-benzylidene-2-deoxy-2-thio-α-D-mannopyranoside

Guidance literature:: In N,N-dimethyl-formamide; at 40 ℃; for 16h; Inert atmosphere;
DOI:10.1016/j.carres.2017.09.015

Reference yield:

: 76419-48-2
methyl 4,6-O-benzylidene-3-O-benzyl-α-D-glucopyranoside

: 853943-20-1
methyl 2-S-acetyl-3-O-benzyl-4,6-O-benzylidene-2-deoxy-2-thio-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: pyridine / dichloromethane / 2.5 h / -15 °C / Inert atmosphere

2: N,N-dimethyl-formamide / 16 h / 40 °C / Inert atmosphere

With pyridine; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.carres.2017.09.015

Reference yield:

: 97-30-3
methyl-alpha-D-glucopyranoside

: 853943-20-1
methyl 2-S-acetyl-3-O-benzyl-4,6-O-benzylidene-2-deoxy-2-thio-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 25 h / 0 °C / Inert atmosphere

2.1: dichloromethane / 0.5 h / -78 °C / Inert atmosphere

2.2: 1 h / Inert atmosphere

2.3: 3 h / Inert atmosphere

3.1: pyridine / dichloromethane / 2.5 h / -15 °C / Inert atmosphere

4.1: N,N-dimethyl-formamide / 16 h / 40 °C / Inert atmosphere

With pyridine; N-ethyl-N,N-diisopropylamine; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.carres.2017.09.015