(2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-(1->6)-2-O-benzoyl-3,4-di-O-benzyl-α-D-mannopyranosyl trichloroacetimidate

Base Information

Chemical Name:(2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-(1->6)-2-O-benzoyl-3,4-di-O-benzyl-α-D-mannopyranosyl trichloroacetimidate
CAS No.:853729-84-7
Molecular Formula:C₅₈H₅₈Cl₃NO₁₃
Molecular Weight:1083.46
Hs Code.:

Synonyms:(2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-(1->6)-2-O-benzoyl-3,4-di-O-benzyl-α-D-mannopyranosyl trichloroacetimidate

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Chemical Property of (2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-(1->6)-2-O-benzoyl-3,4-di-O-benzyl-α-D-mannopyranosyl trichloroacetimidate

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Technology Process of (2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-(1->6)-2-O-benzoyl-3,4-di-O-benzyl-α-D-mannopyranosyl trichloroacetimidate

There total 4 articles about (2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-(1->6)-2-O-benzoyl-3,4-di-O-benzyl-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: 85.0%

: (2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-(1→6)-2-O-benzoyl-3,4-di-O-benzyl-α-D-mannopyranose

: 545-06-2
trichloroacetonitrile

: 853729-84-7
(2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-(1->6)-2-O-benzoyl-3,4-di-O-benzyl-α-D-mannopyranosyl trichloroacetimidate

Guidance literature:: With sodium hydride; In dichloromethane; mineral oil; at 0 - 20 ℃; Inert atmosphere;
DOI:10.1021/ja806283e

Reference yield:

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

: 853729-84-7
(2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-(1->6)-2-O-benzoyl-3,4-di-O-benzyl-α-D-mannopyranosyl trichloroacetimidate

Guidance literature:: Multi-step reaction with 3 steps

1: 97 percent / TMSOTf / CH₂Cl₂ / 2 h / 0 °C

2: aq. NaOAc; PdCl₂ / acetic acid / 24 h / 20 °C

3: 113 mg / DBU / CH₂Cl₂ / 1.5 h / 0 °C

With trimethylsilyl trifluoromethanesulfonate; sodium acetate; 1,8-diazabicyclo[5.4.0]undec-7-ene; palladium dichloride; In dichloromethane; acetic acid;
DOI:10.1002/chem.200400934

Reference yield:

: 346441-51-8
1-O-allyl-2-O-benzoyl-3,4-di-O-benzyl-α-D-mannopyranose

: 853729-84-7
(2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-(1->6)-2-O-benzoyl-3,4-di-O-benzyl-α-D-mannopyranosyl trichloroacetimidate

Guidance literature:: Multi-step reaction with 3 steps

1: 97 percent / TMSOTf / CH₂Cl₂ / 2 h / 0 °C

2: aq. NaOAc; PdCl₂ / acetic acid / 24 h / 20 °C

3: 113 mg / DBU / CH₂Cl₂ / 1.5 h / 0 °C

With trimethylsilyl trifluoromethanesulfonate; sodium acetate; 1,8-diazabicyclo[5.4.0]undec-7-ene; palladium dichloride; In dichloromethane; acetic acid;
DOI:10.1002/chem.200400934