phenyl 4,6-di-O-acetyl-2-O-benzoyl-3-O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-1-thio-α-D-mannopyranoside

Base Information

Chemical Name:phenyl 4,6-di-O-acetyl-2-O-benzoyl-3-O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-1-thio-α-D-mannopyranoside
CAS No.:173207-86-8
Molecular Formula:C₃₇H₄₂O₁₇S
Molecular Weight:790.796
Hs Code.:

Synonyms:phenyl 4,6-di-O-acetyl-2-O-benzoyl-3-O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-1-thio-α-D-mannopyranoside

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Chemical Property of phenyl 4,6-di-O-acetyl-2-O-benzoyl-3-O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-1-thio-α-D-mannopyranoside

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Technology Process of phenyl 4,6-di-O-acetyl-2-O-benzoyl-3-O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-1-thio-α-D-mannopyranoside

There total 6 articles about phenyl 4,6-di-O-acetyl-2-O-benzoyl-3-O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-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:

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

: 173207-86-8
phenyl 4,6-di-O-acetyl-2-O-benzoyl-3-O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-1-thio-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 91 percent / molecular sieves (3 Angstroem), trimethylsilyl triflate / CH₂Cl₂ / 0.58 h / -30 - -25 °C

2: aq. AcOH / 1.5 h / 60 - 65 °C

3: pyridine / 4 °C

With pyridine; trimethylsilyl trifluoromethanesulfonate; 3 A molecular sieve; acetic acid; In dichloromethane;

Reference yield:

: 13992-16-0,23661-28-1,24404-53-3,28512-68-7,65236-85-3,86782-39-0,121524-01-4,121570-34-1,108032-93-5
phenyl 2,3,4,6-tetra-O-acetyl-1-thio-α-D-mannopyranoside

: 173207-86-8
phenyl 4,6-di-O-acetyl-2-O-benzoyl-3-O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-1-thio-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1: 97 percent / sodium methoxide / methanol

2: 48.5 percent / toluene-p-sulfonic acid monohydrate / dimethylformamide / 1) 10 mm Hg, 5 h; 2) 4 deg C, 2 d

3: 56 percent / tetrabutylammonium hydrogen sulfate, aq. NaOH / CH₂Cl₂ / 35 h / -3 - 0 °C

4: 91 percent / molecular sieves (3 Angstroem), trimethylsilyl triflate / CH₂Cl₂ / 0.58 h / -30 - -25 °C

5: aq. AcOH / 1.5 h / 60 - 65 °C

6: pyridine / 4 °C

With pyridine; sodium hydroxide; trimethylsilyl trifluoromethanesulfonate; 3 A molecular sieve; sodium methylate; tetra(n-butyl)ammonium hydrogensulfate; toluene-4-sulfonic acid; acetic acid; In methanol; dichloromethane; N,N-dimethyl-formamide;

Reference yield:

: 159407-19-9
phenyl 4,6-O-benzylidene-1-thio-α-D-mannopyranoside

: 173207-86-8
phenyl 4,6-di-O-acetyl-2-O-benzoyl-3-O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-1-thio-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 56 percent / tetrabutylammonium hydrogen sulfate, aq. NaOH / CH₂Cl₂ / 35 h / -3 - 0 °C

2: 91 percent / molecular sieves (3 Angstroem), trimethylsilyl triflate / CH₂Cl₂ / 0.58 h / -30 - -25 °C

3: aq. AcOH / 1.5 h / 60 - 65 °C

4: pyridine / 4 °C

With pyridine; sodium hydroxide; trimethylsilyl trifluoromethanesulfonate; 3 A molecular sieve; tetra(n-butyl)ammonium hydrogensulfate; acetic acid; In dichloromethane;