benzyl 2-O-benzoyl-4,6-O-benzylidene-3-O-[4-(ethyl 2,4,6-tri-O-benzyl-1-thio-α-D-mannopyranoside-3-O-yl)-1,4-dioxobutyl]-α-D-glucopyranoside

Base Information

Chemical Name:benzyl 2-O-benzoyl-4,6-O-benzylidene-3-O-[4-(ethyl 2,4,6-tri-O-benzyl-1-thio-α-D-mannopyranoside-3-O-yl)-1,4-dioxobutyl]-α-D-glucopyranoside
CAS No.:316188-18-8
Molecular Formula:C₆₀H₆₂O₁₄S
Molecular Weight:1039.21
Hs Code.:

Synonyms:benzyl 2-O-benzoyl-4,6-O-benzylidene-3-O-[4-(ethyl 2,4,6-tri-O-benzyl-1-thio-α-D-mannopyranoside-3-O-yl)-1,4-dioxobutyl]-α-D-glucopyranoside

Suppliers and Price of benzyl 2-O-benzoyl-4,6-O-benzylidene-3-O-[4-(ethyl 2,4,6-tri-O-benzyl-1-thio-α-D-mannopyranoside-3-O-yl)-1,4-dioxobutyl]-α-D-glucopyranoside

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 0 raw suppliers

Chemical Property of benzyl 2-O-benzoyl-4,6-O-benzylidene-3-O-[4-(ethyl 2,4,6-tri-O-benzyl-1-thio-α-D-mannopyranoside-3-O-yl)-1,4-dioxobutyl]-α-D-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of benzyl 2-O-benzoyl-4,6-O-benzylidene-3-O-[4-(ethyl 2,4,6-tri-O-benzyl-1-thio-α-D-mannopyranoside-3-O-yl)-1,4-dioxobutyl]-α-D-glucopyranoside

There total 9 articles about benzyl 2-O-benzoyl-4,6-O-benzylidene-3-O-[4-(ethyl 2,4,6-tri-O-benzyl-1-thio-α-D-mannopyranoside-3-O-yl)-1,4-dioxobutyl]-α-D-glucopyranoside 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: 71.0%

: benzyl 2-O-benzoyl-4,6-O-benzylidene-α-D-glucopyranoside

: 316188-16-6
ethyl 2,4,6-tri-O-benzyl-3-O-(3-carboxypropanoyl)-1-thio-α-D-mannopyranoside

: 316188-18-8
benzyl 2-O-benzoyl-4,6-O-benzylidene-3-O-[4-(ethyl 2,4,6-tri-O-benzyl-1-thio-α-D-mannopyranoside-3-O-yl)-1,4-dioxobutyl]-α-D-glucopyranoside

Guidance literature:: With dicyclohexyl-carbodiimide; In dichloromethane; for 23h; Ambient temperature;
DOI:10.1002/(SICI)1521-3773(19981204)37:22<3129::AID-ANIE3129>3.0.CO;2-8

Reference yield:

: 7473-36-1,13533-58-9,36400-88-1,56245-60-4,73494-52-7,73804-33-8,128946-17-8,686299-00-3
ethyl 1-thio-α-D-mannopyranoside

: 316188-18-8
benzyl 2-O-benzoyl-4,6-O-benzylidene-3-O-[4-(ethyl 2,4,6-tri-O-benzyl-1-thio-α-D-mannopyranoside-3-O-yl)-1,4-dioxobutyl]-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 8 steps

1: 80 percent / 1H-imidazole / dimethylformamide / 24 h / 20 °C

2: 87 percent / TsOH / 24 h / 20 °C

3: 84 percent / Bu₄NF / tetrahydrofuran / 0.5 h / 20 °C

4: 94 percent / NaH / dimethylformamide / 1 h / 20 °C

5: 96 percent / AcOH / H₂O / 2.5 h / 70 °C

6: 80 percent / Bu₄NHSO₄; NaOH / H₂O; CH₂Cl₂ / 24 h / Heating

7: 85 percent / pyridine; DMAP / 24 h / 60 °C

8: 71 percent / DCC; DMAP / CH₂Cl₂ / 24 h / 20 °C

With pyridine; 1H-imidazole; dmap; sodium hydroxide; tetrabutyl ammonium fluoride; tetra(n-butyl)ammonium hydrogensulfate; sodium hydride; toluene-4-sulfonic acid; acetic acid; dicyclohexyl-carbodiimide; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; 1: Substitution / 2: acetalization / 3: ether cleavage / 4: Alkylation / 5: acetal cleavage / 6: Alkylation / 7: Acylation / 8: Acylation;
DOI:10.1002/1522-2675(20001004)83:10<2655::AID-HLCA2655>3.0.CO;2-U

Reference yield:

: 100-39-0
benzyl bromide

: 316188-18-8
benzyl 2-O-benzoyl-4,6-O-benzylidene-3-O-[4-(ethyl 2,4,6-tri-O-benzyl-1-thio-α-D-mannopyranoside-3-O-yl)-1,4-dioxobutyl]-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 94 percent / NaH / dimethylformamide / 1 h / 20 °C

2: 96 percent / AcOH / H₂O / 2.5 h / 70 °C

3: 80 percent / Bu₄NHSO₄; NaOH / H₂O; CH₂Cl₂ / 24 h / Heating

4: 85 percent / pyridine; DMAP / 24 h / 60 °C

5: 71 percent / DCC; DMAP / CH₂Cl₂ / 24 h / 20 °C

With pyridine; dmap; sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate; sodium hydride; acetic acid; dicyclohexyl-carbodiimide; In dichloromethane; water; N,N-dimethyl-formamide; 1: Alkylation / 2: acetal cleavage / 3: Alkylation / 4: Acylation / 5: Acylation;
DOI:10.1002/1522-2675(20001004)83:10<2655::AID-HLCA2655>3.0.CO;2-U