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

Base Information

Chemical Name:phenyl 2-O-acetyl-6-O-(2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-3,4-di-O-benzyl-1-thio-α-D-mannopyranoside
CAS No.:916600-21-0
Molecular Formula:C₅₇H₆₀O₁₂S
Molecular Weight:969.162
Hs Code.:

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

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

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

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

There total 5 articles about phenyl 2-O-acetyl-6-O-(2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-3,4-di-O-benzyl-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%

: C₂₈H₃₀O₆S

: 108869-64-3,130177-78-5,129163-12-8
2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl trichloroacetimidate

: 916600-21-0
phenyl 2-O-acetyl-6-O-(2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-3,4-di-O-benzyl-1-thio-α-D-mannopyranoside

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; triethylamine; In dichloromethane; at -30 - 0 ℃; for 1.5h;
DOI:10.1016/j.bmc.2006.07.003

Reference yield:

: C₂₈H₃₀O₆S

: 124684-91-9
2-O-acetyl-3,4,6-tri-O-benzyl-1-deoxy-α-D-mannopyranosyl fluoride

: 916600-21-0
phenyl 2-O-acetyl-6-O-(2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-3,4-di-O-benzyl-1-thio-α-D-mannopyranoside

Guidance literature:: With bis(cyclopentadienyl)hafnium dichloride; silver trifluoromethanesulfonate; In dichloromethane; at -40 - -20 ℃; Molecular sieve;
DOI:10.1246/BCSJ.20200305

Reference yield:

: 1070321-07-1
(2R,3S,4R,5R,6R)-4,5-bis(benzyloxy)-6-(hydroxymethyl)-2-(phenylthio)tetrahydro-2H-pyran-3-ol

: 916600-21-0
phenyl 2-O-acetyl-6-O-(2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-3,4-di-O-benzyl-1-thio-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 1H-imidazole / N,N-dimethyl-formamide / 4 h / 20 °C

2: pyridine / 4 - 20 °C

3: pyridine hydrofluoride / tetrahydrofuran / 4 - 20 °C

4: silver trifluoromethanesulfonate; bis(cyclopentadienyl)hafnium dichloride / dichloromethane / -40 - -20 °C / Molecular sieve

With pyridine; 1H-imidazole; bis(cyclopentadienyl)hafnium dichloride; pyridine hydrofluoride; silver trifluoromethanesulfonate; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1246/BCSJ.20200305