allyl 4,6-O-benzylidene-2-O-benzyl-3-O-tert-butyldimethylsilyl-α-D-mannopyranoside

Base Information

Chemical Name:allyl 4,6-O-benzylidene-2-O-benzyl-3-O-tert-butyldimethylsilyl-α-D-mannopyranoside
CAS No.:862476-69-5
Molecular Formula:C₂₉H₄₀O₆Si
Molecular Weight:512.718
Hs Code.:

Synonyms:allyl 4,6-O-benzylidene-2-O-benzyl-3-O-tert-butyldimethylsilyl-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 allyl 4,6-O-benzylidene-2-O-benzyl-3-O-tert-butyldimethylsilyl-α-D-mannopyranoside

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Technology Process of allyl 4,6-O-benzylidene-2-O-benzyl-3-O-tert-butyldimethylsilyl-α-D-mannopyranoside

There total 5 articles about allyl 4,6-O-benzylidene-2-O-benzyl-3-O-tert-butyldimethylsilyl-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: 74.0%

: 862476-87-7
allyl 4,6-O-benzylidene-3-O-tert-butyldimethylsilyl-α-D-mannopyranoside

: 100-39-0
benzyl bromide

: 862476-69-5
allyl 4,6-O-benzylidene-2-O-benzyl-3-O-tert-butyldimethylsilyl-α-D-mannopyranoside

Guidance literature:: With tetra-(n-butyl)ammonium iodide; sodium hydride; In N,N-dimethyl-formamide; at 0 - 20 ℃;
DOI:10.1021/ol051038p

Reference yield:

: 3458-28-4
D-Mannose

: 862476-69-5
allyl 4,6-O-benzylidene-2-O-benzyl-3-O-tert-butyldimethylsilyl-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: BF₃*OEt₂

2: p-TsOH / dimethylformamide

3: 69 percent / Et₃N / CH₂Cl₂; dimethylformamide / 1.5 h / -20 °C

4: 74 percent / NaH; TBAI / dimethylformamide / 0 - 20 °C

With boron trifluoride diethyl etherate; tetra-(n-butyl)ammonium iodide; sodium hydride; toluene-4-sulfonic acid; triethylamine; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ol051038p

Reference yield:

: 1125-88-8
benzaldehyde dimethyl acetal

: 862476-69-5
allyl 4,6-O-benzylidene-2-O-benzyl-3-O-tert-butyldimethylsilyl-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: p-TsOH / dimethylformamide

2: 69 percent / Et₃N / CH₂Cl₂; dimethylformamide / 1.5 h / -20 °C

3: 74 percent / NaH; TBAI / dimethylformamide / 0 - 20 °C

With tetra-(n-butyl)ammonium iodide; sodium hydride; toluene-4-sulfonic acid; triethylamine; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ol051038p