phenyl 2-O-acetyl-3-O-benzyl-4,6-O-benzylidene-1-thio-α-D-mannopyranoside

Base Information

Chemical Name:phenyl 2-O-acetyl-3-O-benzyl-4,6-O-benzylidene-1-thio-α-D-mannopyranoside
CAS No.:158716-09-7
Molecular Formula:C₂₈H₂₈O₆S
Molecular Weight:492.593
Hs Code.:

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

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

There total 5 articles about phenyl 2-O-acetyl-3-O-benzyl-4,6-O-benzylidene-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: 92.0%

: 108-24-7
acetic anhydride

: 158716-07-5
phenyl 3-O-benzyl-4,6-O-benzylidene-1-thio-α-D-mannopyranoside

: 158716-09-7
phenyl 2-O-acetyl-3-O-benzyl-4,6-O-benzylidene-1-thio-α-D-mannopyranoside

Guidance literature:: With pyridine; at 20 ℃; for 5h;
DOI:10.1081/CAR-120003743

Reference yield: 92.0%

: 108-24-7
acetic anhydride

: 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
(2R,3S,4S,5S,6R)-2-Hydroxymethyl-6-phenylsulfanyl-tetrahydro-pyran-3,4,5-triol

: 158716-09-7
phenyl 2-O-acetyl-3-O-benzyl-4,6-O-benzylidene-1-thio-α-D-mannopyranoside

Guidance literature:: With pyridine; Inert atmosphere;
DOI:10.1002/chem.201200510

Reference yield:

: 1125-88-8
benzaldehyde dimethyl acetal

: 158716-09-7
phenyl 2-O-acetyl-3-O-benzyl-4,6-O-benzylidene-1-thio-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: p-toluenesulfonic acid / dimethylformamide / 4 h / 75 °C

2: 73.7 percent / LiAlH₄, AlCl₃ / CH₂Cl₂; diethyl ether / 0.75 h

3: 91.5 percent / pyridine / Ambient temperature

With pyridine; lithium aluminium tetrahydride; aluminium trichloride; toluene-4-sulfonic acid; In diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/0008-6215(94)84264-7