Methyl-6-O-(tert.-butyldiphenylsilyl)-2,3,4-tri-O-benzyl-α-D-mannopyranoside

Base Information

Chemical Name:Methyl-6-O-(tert.-butyldiphenylsilyl)-2,3,4-tri-O-benzyl-α-D-mannopyranoside
CAS No.:186540-03-4
Molecular Formula:C44H50 O6 Si
Molecular Weight:702.963
Hs Code.:
Mol file:186540-03-4.mol

Synonyms:Methyl-6-O-(tert.-butyldiphenylsilyl)-2,3,4-tri-O-benzyl-α-D-mannopyranoside

Suppliers and Price of Methyl-6-O-(tert.-butyldiphenylsilyl)-2,3,4-tri-O-benzyl-α-D-mannopyranoside

Supply Marketing:

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

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
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price

Total 3 raw suppliers

Chemical Property of Methyl-6-O-(tert.-butyldiphenylsilyl)-2,3,4-tri-O-benzyl-α-D-mannopyranoside

Chemical Property:

PSA：55.38000
LogP:7.69050

Purity/Quality:: 97% ^*data from raw suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Technology Process of Methyl-6-O-(tert.-butyldiphenylsilyl)-2,3,4-tri-O-benzyl-α-D-mannopyranoside

There total 4 articles about Methyl-6-O-(tert.-butyldiphenylsilyl)-2,3,4-tri-O-benzyl-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: 88.0%

: 100-39-0
benzyl bromide

: 131089-34-4
3-O-benzoyl-6-O-(t-butyldiphenyl)silyl-α-D-mannopyranoside

: 186540-03-4
tert-Butyl-diphenyl-((2R,3R,4S,5S,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-ylmethoxy)-silane

Guidance literature:: With tetra-(n-butyl)ammonium iodide; sodium hydride; In tetrahydrofuran; at 25 ℃; for 10h;
DOI:10.1016/S0968-0896(96)00178-2

Reference yield:

: 617-04-9
(2R,3S,4S,5S,6S)-2-(hydroxymethyl)-6-methoxytetrahydro-2H-pyran-3,4,5-triol

: 186540-03-4
tert-Butyl-diphenyl-((2R,3R,4S,5S,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-ylmethoxy)-silane

Guidance literature:: Multi-step reaction with 2 steps

1: 95 percent / imidazole / tetrahydrofuran / 4 h / 80 °C

2: 88 percent / Bu₄NI, NaH / tetrahydrofuran / 10 h / 25 °C

With 1H-imidazole; tetra-(n-butyl)ammonium iodide; sodium hydride; In tetrahydrofuran;
DOI:10.1016/S0968-0896(96)00178-2

Reference yield:

: 100-39-0
benzyl bromide

: 58479-61-1
tert-butylchlorodiphenylsilane

: 617-04-9
(2R,3S,4S,5S,6S)-2-(hydroxymethyl)-6-methoxytetrahydro-2H-pyran-3,4,5-triol

: 186540-03-4
tert-Butyl-diphenyl-((2R,3R,4S,5S,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-ylmethoxy)-silane

Guidance literature:: tert-butylchlorodiphenylsilane; (2R,3S,4S,5S,6S)-2-(hydroxymethyl)-6-methoxytetrahydro-2H-pyran-3,4,5-triol; With 1H-imidazole; In N,N-dimethyl-formamide;

benzyl bromide; With sodium hydride; In N,N-dimethyl-formamide;
DOI:10.1021/acs.orglett.9b03707