3,4,6-tri-O-acetyl-2-O-(2-(azidomethyl)benzoyl)-α-D-galactopyranosyl trichloroacetimidate

Base Information

Chemical Name:3,4,6-tri-O-acetyl-2-O-(2-(azidomethyl)benzoyl)-α-D-galactopyranosyl trichloroacetimidate
CAS No.:385422-06-0
Molecular Formula:C₂₂H₂₃Cl₃N₄O₁₀
Molecular Weight:609.804
Hs Code.:

Synonyms:3,4,6-tri-O-acetyl-2-O-(2-(azidomethyl)benzoyl)-α-D-galactopyranosyl trichloroacetimidate

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Chemical Property of 3,4,6-tri-O-acetyl-2-O-(2-(azidomethyl)benzoyl)-α-D-galactopyranosyl trichloroacetimidate

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Technology Process of 3,4,6-tri-O-acetyl-2-O-(2-(azidomethyl)benzoyl)-α-D-galactopyranosyl trichloroacetimidate

There total 7 articles about 3,4,6-tri-O-acetyl-2-O-(2-(azidomethyl)benzoyl)-α-D-galactopyranosyl 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%

: 545-06-2
trichloroacetonitrile

: 3,4,6-tri-O-acetyl-2-O-(2-(azidomethyl)benzoyl)-α-D-galactopyranoside

: 385422-06-0
3,4,6-tri-O-acetyl-2-O-(2-(azidomethyl)benzoyl)-α-D-galactopyranosyl trichloroacetimidate

Guidance literature:: With 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; for 1h;
DOI:10.1021/jo015987h

Reference yield:

: 89-71-4
2-Methyl-benzoic acid methyl ester

: 385422-06-0
3,4,6-tri-O-acetyl-2-O-(2-(azidomethyl)benzoyl)-α-D-galactopyranosyl trichloroacetimidate

Guidance literature:: Multi-step reaction with 7 steps

1: NBS / benzoyl peroxide / CCl₄ / 24 h / Heating

2: 4.58 g / NaN₃ / ethanol / 48 h / 20 °C

3: 97 percent / LiOH*H₂O; H₂O / tetrahydrofuran / 60 h / 20 °C

4: 97 percent / thionyl chloride / CHCl₃ / 5 h / Heating

5: 94 percent / DMAP / CH₂Cl₂ / 0.17 h / 20 °C

6: 72 percent / benzylamine / tetrahydrofuran / 24 h / 0 - 20 °C

7: 87 percent / DBU / CH₂Cl₂ / 1 h

With dmap; lithium hydroxide; N-Bromosuccinimide; thionyl chloride; sodium azide; water; 1,8-diazabicyclo[5.4.0]undec-7-ene; benzylamine; dibenzoyl peroxide; In tetrahydrofuran; tetrachloromethane; ethanol; dichloromethane; chloroform;
DOI:10.1021/jo015987h

Reference yield:

: 2417-73-4
methyl 2-bromomethylbenzoate

: 385422-06-0
3,4,6-tri-O-acetyl-2-O-(2-(azidomethyl)benzoyl)-α-D-galactopyranosyl trichloroacetimidate

Guidance literature:: Multi-step reaction with 6 steps

1: 4.58 g / NaN₃ / ethanol / 48 h / 20 °C

2: 97 percent / LiOH*H₂O; H₂O / tetrahydrofuran / 60 h / 20 °C

3: 97 percent / thionyl chloride / CHCl₃ / 5 h / Heating

4: 94 percent / DMAP / CH₂Cl₂ / 0.17 h / 20 °C

5: 72 percent / benzylamine / tetrahydrofuran / 24 h / 0 - 20 °C

6: 87 percent / DBU / CH₂Cl₂ / 1 h

With dmap; lithium hydroxide; thionyl chloride; sodium azide; water; 1,8-diazabicyclo[5.4.0]undec-7-ene; benzylamine; In tetrahydrofuran; ethanol; dichloromethane; chloroform;
DOI:10.1021/jo015987h