ethyl O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-(1->3)-2-O-acetyl-4,6-O-benzylidene-1-thio-α-D-mannopyranoside

Base Information

Chemical Name:ethyl O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-(1->3)-2-O-acetyl-4,6-O-benzylidene-1-thio-α-D-mannopyranoside
CAS No.:192936-01-9
Molecular Formula:C₃₁H₄₀O₁₅S
Molecular Weight:684.716
Hs Code.:

Synonyms:ethyl O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-(1->3)-2-O-acetyl-4,6-O-benzylidene-1-thio-α-D-mannopyranoside

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Chemical Property of ethyl O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-(1->3)-2-O-acetyl-4,6-O-benzylidene-1-thio-α-D-mannopyranoside

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Technology Process of ethyl O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-(1->3)-2-O-acetyl-4,6-O-benzylidene-1-thio-α-D-mannopyranoside

There total 4 articles about ethyl O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-(1->3)-2-O-acetyl-4,6-O-benzylidene-1-thio-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: 67.0%

: 121238-27-5
2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl trichloroimidate

: ethyl 2-O-acetyl-4,6-O-benzylidene-1-thio-α-D-mannopyranoside

: 192936-01-9
ethyl O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-(1->3)-2-O-acetyl-4,6-O-benzylidene-1-thio-α-D-mannopyranoside

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; In dichloromethane; at -40 ℃; for 4h;

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

: 192936-01-9
ethyl O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-(1->3)-2-O-acetyl-4,6-O-benzylidene-1-thio-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1.1: 69 percent / p-toluenesulphonic acid; molecular sieves 3A / acetonitrile / 18 h / 20 °C

2.1: p-toluenesulphonic acid / benzene / 2 h / 20 °C

2.2: 83 percent / acetic acid / benzene; H₂O / 1 h / 20 °C

3.1: 67 percent / trimethylsilyl triflate; molecular sieves 4A / CH₂Cl₂ / 4 h / -40 °C

With trimethylsilyl trifluoromethanesulfonate; 3 A molecular sieve; 4 A molecular sieve; toluene-4-sulfonic acid; In dichloromethane; acetonitrile; benzene; 1.1: Cyclization / 2.1: Cyclization / 2.2: Hydrolysis / 3.1: Substitution;

Reference yield:

: 1125-88-8
benzaldehyde dimethyl acetal

: 192936-01-9
ethyl O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-(1->3)-2-O-acetyl-4,6-O-benzylidene-1-thio-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1.1: 69 percent / p-toluenesulphonic acid; molecular sieves 3A / acetonitrile / 18 h / 20 °C

2.1: p-toluenesulphonic acid / benzene / 2 h / 20 °C

2.2: 83 percent / acetic acid / benzene; H₂O / 1 h / 20 °C

3.1: 67 percent / trimethylsilyl triflate; molecular sieves 4A / CH₂Cl₂ / 4 h / -40 °C

With trimethylsilyl trifluoromethanesulfonate; 3 A molecular sieve; 4 A molecular sieve; toluene-4-sulfonic acid; In dichloromethane; acetonitrile; benzene; 1.1: Cyclization / 2.1: Cyclization / 2.2: Hydrolysis / 3.1: Substitution;