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-mannopyranosyl trichloroacetimidate

Base Information

Chemical Name: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-mannopyranosyl trichloroacetimidate
CAS No.:916600-19-6
Molecular Formula:C₅₃H₅₆Cl₃NO₁₃
Molecular Weight:1021.39
Hs Code.:

Synonyms: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-mannopyranosyl trichloroacetimidate

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Chemical Property of 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-mannopyranosyl trichloroacetimidate

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Technology Process of 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-mannopyranosyl trichloroacetimidate

There total 4 articles about 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-mannopyranosyl trichloroacetimidate 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: 87.0%

: C₅₁H₅₆O₁₃

: 545-06-2
trichloroacetonitrile

: 916600-19-6
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-mannopyranosyl trichloroacetimidate

Guidance literature:: With 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; for 2h;
DOI:10.1016/j.bmc.2006.07.003

Reference yield:

: C₂₈H₃₀O₆S

: 916600-19-6
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-mannopyranosyl trichloroacetimidate

Guidance literature:: Multi-step reaction with 3 steps

1: 67 percent / trimethylsilyl trifluoromethanesulfonate; molecular sieves 4 Angstroem; triethylamine / CH₂Cl₂ / 1.5 h / -30 - 0 °C

2: 62 percent / N-iodosuccinimide; triflic acid / acetone; H₂O / 12 h / 20 °C

3: 87 percent / 1,8-diazabicyclo[5.4.0]undec-7-ene / CH₂Cl₂ / 2 h

With N-iodo-succinimide; trifluorormethanesulfonic acid; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; In dichloromethane; water; acetone;
DOI:10.1016/j.bmc.2006.07.003

Reference yield:

: 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

: 916600-19-6
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-mannopyranosyl trichloroacetimidate

Guidance literature:: Multi-step reaction with 2 steps

1: 62 percent / N-iodosuccinimide; triflic acid / acetone; H₂O / 12 h / 20 °C

2: 87 percent / 1,8-diazabicyclo[5.4.0]undec-7-ene / CH₂Cl₂ / 2 h

With N-iodo-succinimide; trifluorormethanesulfonic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; water; acetone;
DOI:10.1016/j.bmc.2006.07.003