benzyl 3-O-allyl-2,4-di-O-benzyl-6-O-(p-toluenesulfonyl)-α-D-mannopyranoside

Base Information

Chemical Name:benzyl 3-O-allyl-2,4-di-O-benzyl-6-O-(p-toluenesulfonyl)-α-D-mannopyranoside
CAS No.:86342-14-5
Molecular Formula:C₃₇H₄₀O₈S
Molecular Weight:644.786
Hs Code.:

Synonyms:benzyl 3-O-allyl-2,4-di-O-benzyl-6-O-(p-toluenesulfonyl)-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 benzyl 3-O-allyl-2,4-di-O-benzyl-6-O-(p-toluenesulfonyl)-α-D-mannopyranoside

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Technology Process of benzyl 3-O-allyl-2,4-di-O-benzyl-6-O-(p-toluenesulfonyl)-α-D-mannopyranoside

There total 4 articles about benzyl 3-O-allyl-2,4-di-O-benzyl-6-O-(p-toluenesulfonyl)-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: 66.6%

: 58527-92-7,77455-33-5,103078-12-2
benzyl 3-O-allyl-2,4-di-O-benzyl-α-D-mannopyranoside

: 98-59-9
p-toluenesulfonyl chloride

: 86342-14-5
benzyl 3-O-allyl-2,4-di-O-benzyl-6-O-(p-toluenesulfonyl)-α-D-mannopyranoside

Guidance literature:: In pyridine; at 0 - 25 ℃; for 49h;
DOI:10.1016/0040-4020(82)80083-5

Reference yield:

: 53929-39-8,86363-43-1,103188-94-9
benzyl 3-O-allyl-2-O-benzyl-4,6-benzylidene-α-D-mannopyranoside

: 86342-14-5
benzyl 3-O-allyl-2,4-di-O-benzyl-6-O-(p-toluenesulfonyl)-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 71 percent / LiAlH₄, AlCl₃ / diethyl ether; CH₂Cl₂ / 1.5 h / Heating

2: 66.6 percent / pyridine / 49 h / 0 - 25 °C

With lithium aluminium tetrahydride; aluminium trichloride; In pyridine; diethyl ether; dichloromethane;
DOI:10.1016/0040-4020(82)80083-5

Reference yield:

: 58650-53-6,65529-47-7,65529-49-9,66673-15-2,66673-20-9,73395-13-8
benzyl endo-2,3:4,6-di-O-benzylidene-α-D-mannopyranoside

: 86342-14-5
benzyl 3-O-allyl-2,4-di-O-benzyl-6-O-(p-toluenesulfonyl)-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 85.6 percent / LiAlH₄, AlCl₃ / diethyl ether; CH₂Cl₂ / 0.25 h / Ambient temperature

2: 69.9 percent / KOH / dimethylformamide / 2 h / Ambient temperature

3: 71 percent / LiAlH₄, AlCl₃ / diethyl ether; CH₂Cl₂ / 1.5 h / Heating

4: 66.6 percent / pyridine / 49 h / 0 - 25 °C

With potassium hydroxide; lithium aluminium tetrahydride; aluminium trichloride; In pyridine; diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/0040-4020(82)80083-5