beta-D-Mannopyranoside, 4-methylphenyl 1-thio-, 2,3,4,6-tetraacetate

Base Information

Chemical Name:beta-D-Mannopyranoside, 4-methylphenyl 1-thio-, 2,3,4,6-tetraacetate
CAS No.:358681-69-3
Molecular Formula:C₂₁H₂₆O₉S
Molecular Weight:454.498
Hs Code.:
DSSTox Substance ID:DTXSID401166740
Nikkaji Number:J2.265.527B

Synonyms:358681-69-3;beta-D-Mannopyranoside, 4-methylphenyl 1-thio-, 2,3,4,6-tetraacetate;DTXSID401166740;4-Methylphenyl 2,3,4,6-tetra-O-acetyl-1-thio--D-mannopyranoside;[(2R,3R,4S,5S,6S)-3,4,5-triacetyloxy-6-(4-methylphenyl)sulfanyloxan-2-yl]methyl acetate

Suppliers and Price of beta-D-Mannopyranoside, 4-methylphenyl 1-thio-, 2,3,4,6-tetraacetate

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
Packaging
price

Total 4 raw suppliers

Chemical Property of beta-D-Mannopyranoside, 4-methylphenyl 1-thio-, 2,3,4,6-tetraacetate

Chemical Property:

XLogP3:3.3
Hydrogen Bond Donor Count:0
Hydrogen Bond Acceptor Count:10
Rotatable Bond Count:11
Exact Mass:454.12975358
Heavy Atom Count:31
Complexity:659

Purity/Quality:: 98% by HPLC ^*data from raw suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Canonical SMILES:CC1=CC=C(C=C1)SC2C(C(C(C(O2)COC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C
Isomeric SMILES:CC1=CC=C(C=C1)S[C@H]2[C@H]([C@H]([C@@H]([C@H](O2)COC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C

Technology Process of beta-D-Mannopyranoside, 4-methylphenyl 1-thio-, 2,3,4,6-tetraacetate

There total 4 articles about beta-D-Mannopyranoside, 4-methylphenyl 1-thio-, 2,3,4,6-tetraacetate 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: 94.0%

: 106-45-6
para-thiocresol

: 13242-53-0
acetobromomannose

: 358681-69-3
p-methylphenyl 2,3,4,6-tetra-O-acetyl-1-thio-β-D-mannopyranoside

Guidance literature:: With potassium tert-butylate; In tetrahydrofuran; N,N-dimethyl-formamide; at 20 ℃; for 3h;
DOI:10.1021/ol036390m

Reference yield:

: 572-09-8,3068-32-4,4026-32-8,6919-96-6,13242-53-0,14227-54-4,14795-18-7,19186-59-5,19285-38-2,21698-13-5,29907-26-4,53369-42-9,60619-58-1,61303-35-3,67337-79-5,69127-37-3,70749-15-4,72002-90-5,75247-30-2,75880-74-9,78418-57-2,102339-89-9,102339-90-2,103530-40-1,114028-03-4,114718-45-5,138514-70-2,138514-71-3
2,3,4,6-tetra-O-acetyl-D-mannopyranosyl bromide

: 106-45-6
para-thiocresol

: 358681-69-3
p-methylphenyl 2,3,4,6-tetra-O-acetyl-1-thio-β-D-mannopyranoside

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 0 ℃;
DOI:10.1021/ol2016862

Reference yield:

: 83-87-4,604-68-2,604-69-3,2152-77-4,4026-35-1,4163-59-1,4163-60-4,4163-61-5,4163-65-9,4257-94-7,4257-96-9,16299-15-3,19186-39-1,19189-55-0,25878-60-8,25941-03-1,32445-48-0,32445-49-1,32445-53-7,32445-54-8,34685-58-0,34685-59-1,43168-42-9,43168-44-1,43169-22-8,43169-25-1,66966-07-2,70749-17-6,80184-01-6,93221-01-3,93221-02-4,99630-88-3,109215-53-4,115792-70-6,115792-73-9,139894-92-1,139973-25-4,144071-49-8,147648-81-5
D-Mannose pentaacetate

: 358681-69-3
p-methylphenyl 2,3,4,6-tetra-O-acetyl-1-thio-β-D-mannopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: hydrogen bromide; acetic acid / 3 h / 0 - 20 °C

2: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0 °C

With hydrogen bromide; sodium hydride; acetic acid; In N,N-dimethyl-formamide; mineral oil;
DOI:10.1021/ol2016862