tert-butyl 2,3-bis-O-acetyl-4,6-bis-O-(p-bromobenzoyl)-β-D-galactopyranoside

Base Information

Chemical Name:tert-butyl 2,3-bis-O-acetyl-4,6-bis-O-(p-bromobenzoyl)-β-D-galactopyranoside
CAS No.:217970-93-9
Molecular Formula:C₂₈H₃₀Br₂O₁₀
Molecular Weight:686.348
Hs Code.:

Synonyms:tert-butyl 2,3-bis-O-acetyl-4,6-bis-O-(p-bromobenzoyl)-β-D-galactopyranoside

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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 tert-butyl 2,3-bis-O-acetyl-4,6-bis-O-(p-bromobenzoyl)-β-D-galactopyranoside

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Technology Process of tert-butyl 2,3-bis-O-acetyl-4,6-bis-O-(p-bromobenzoyl)-β-D-galactopyranoside

There total 5 articles about tert-butyl 2,3-bis-O-acetyl-4,6-bis-O-(p-bromobenzoyl)-β-D-galactopyranoside 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: 38.0%

: 217970-64-4
2,3-bis-O-acetyl-4,6-bis-O-(p-bromobenzoyl)-α-D-galactopyranosyl bromide

: 75-65-0
tert-butyl alcohol

: 217970-93-9
tert-butyl 2,3-bis-O-acetyl-4,6-bis-O-(p-bromobenzoyl)-β-D-galactopyranoside

Guidance literature:: With silver trifluoromethanesulfonate; tetramethylurea; In dichloromethane; at -40 ℃;
DOI:10.1021/jo981002t

Reference yield:

: 3006-41-5,20771-09-9,25152-90-3,97232-16-1,104022-77-7,113566-67-9,113566-68-0
4,6-O-benzylidene-α,β-D-galactopyranose

: 217970-93-9
tert-butyl 2,3-bis-O-acetyl-4,6-bis-O-(p-bromobenzoyl)-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 90 percent / pyridine / 20 °C

2: 89 percent / AcOH; H₂O / 60 °C

3: 80 percent / pyridine; DMAP / 60 °C

4: 71 percent / HBr; AcOH / CH₂Cl₂

5: 38 percent / 1,1,3,3-tetramethylurea; silver trifluoromethanesulfonate / CH₂Cl₂ / -40 °C

With pyridine; dmap; water; hydrogen bromide; silver trifluoromethanesulfonate; acetic acid; tetramethylurea; In dichloromethane; 1: Acetylation / 2: Hydrolysis / 3: Acylation / 4: Substitution / 5: Substitution;
DOI:10.1021/jo981002t

Reference yield:

: 243136-79-0
4,6-O-benzylidene-1,2,3-tris-O-acetyl-D-galactopyranoside

: 217970-93-9
tert-butyl 2,3-bis-O-acetyl-4,6-bis-O-(p-bromobenzoyl)-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 89 percent / AcOH; H₂O / 60 °C

2: 80 percent / pyridine; DMAP / 60 °C

3: 71 percent / HBr; AcOH / CH₂Cl₂

4: 38 percent / 1,1,3,3-tetramethylurea; silver trifluoromethanesulfonate / CH₂Cl₂ / -40 °C

With pyridine; dmap; water; hydrogen bromide; silver trifluoromethanesulfonate; acetic acid; tetramethylurea; In dichloromethane; 1: Hydrolysis / 2: Acylation / 3: Substitution / 4: Substitution;
DOI:10.1021/jo981002t