2-O-(2-O-acetyl-3,4,6-tri-O-benzyl-β-D-galactopyranosyl)-3,4-di-O-benzyl-α-D-xylopyranosyl bromide

Base Information

• Chemical Name: 2-O-(2-O-acetyl-3,4,6-tri-O-benzyl-β-D-galactopyranosyl)-3,4-di-O-benzyl-α-D-xylopyranosyl bromide
• CAS No.: 131267-25-9
• Molecular Formula: C₄₈H₅₁BrO₁₀
• Molecular Weight: 867.831
• Mol file: 131267-25-9.mol

Synonyms:2-O-(2-O-acetyl-3,4,6-tri-O-benzyl-β-D-galactopyranosyl)-3,4-di-O-benzyl-α-D-xylopyranosyl bromide

Chemical Property of 2-O-(2-O-acetyl-3,4,6-tri-O-benzyl-β-D-galactopyranosyl)-3,4-di-O-benzyl-α-D-xylopyranosyl bromide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-O-(2-O-acetyl-3,4,6-tri-O-benzyl-β-D-galactopyranosyl)-3,4-di-O-benzyl-α-D-xylopyranosyl bromide

There total 11 articles about 2-O-(2-O-acetyl-3,4,6-tri-O-benzyl-β-D-galactopyranosyl)-3,4-di-O-benzyl-α-D-xylopyranosyl bromide 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: 89.0%

2-O-(2-O-acetyl-3,4,6-tri-O-benzyl-β-D-galactopyranosyl)-3,4-di-O-benzyl-D-xylopyranose (131267-23-7,131267-37-3) → 2-O-(2-O-acetyl-3,4,6-tri-O-benzyl-β-D-galactopyranosyl)-3,4-di-O-benzyl-α-D-xylopyranosyl bromide (131267-25-9)

Guidance literature:

With Oxalyl bromide; N,N-dimethyl-formamide; In 1,2-dichloro-ethane; for 2h; Ambient temperature;

DOI:10.1016/0008-6215(90)80143-Q

Reference yield:

allyl 2-O-(2-O-acetyl-3,4,6-tri-O-benzyl-β-D-galactopyranosyl)-3,4-di-O-benzyl-β-D-xylopyranoside (130177-82-1) → 2-O-(2-O-acetyl-3,4,6-tri-O-benzyl-β-D-galactopyranosyl)-3,4-di-O-benzyl-α-D-xylopyranosyl bromide (131267-25-9)

Guidance literature:

Multi-step reaction with 5 steps

1: MeONa / methanol

2: 80 percent / potassium tert-butoxide / dimethylsulfoxide / 2 h / 60 °C

3: 86 percent / pyridine / 10 h / Ambient temperature

4: 88 percent / mercuric chloride, yellow mercuric oxide / acetone; H₂O / 0.25 h / Ambient temperature

5: 89 percent / oxalyl bromide, N,N-dimethylformamide / 1,2-dichloro-ethane / 2 h / Ambient temperature

With pyridine; Oxalyl bromide; potassium tert-butylate; sodium methylate; N,N-dimethyl-formamide; mercury dichloride; mercury(II) oxide; In methanol; water; dimethyl sulfoxide; 1,2-dichloro-ethane; acetone;

DOI:10.1016/0008-6215(90)80143-Q

Reference yield:

(2S,3R,4R,5S,6R)-2-((2R,3R,4S,5R)-2-Allyloxy-4,5-bis-benzyloxy-tetrahydro-pyran-3-yloxy)-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-3-ol (130136-33-3) → 2-O-(2-O-acetyl-3,4,6-tri-O-benzyl-β-D-galactopyranosyl)-3,4-di-O-benzyl-α-D-xylopyranosyl bromide (131267-25-9)

Guidance literature:

Multi-step reaction with 4 steps

1: 80 percent / potassium tert-butoxide / dimethylsulfoxide / 2 h / 60 °C

2: 86 percent / pyridine / 10 h / Ambient temperature

3: 88 percent / mercuric chloride, yellow mercuric oxide / acetone; H₂O / 0.25 h / Ambient temperature

4: 89 percent / oxalyl bromide, N,N-dimethylformamide / 1,2-dichloro-ethane / 2 h / Ambient temperature

With pyridine; Oxalyl bromide; potassium tert-butylate; N,N-dimethyl-formamide; mercury dichloride; mercury(II) oxide; In water; dimethyl sulfoxide; 1,2-dichloro-ethane; acetone;

DOI:10.1016/0008-6215(90)80143-Q

upstream raw materials:

2-O-(2-O-acetyl-3,4,6-tri-O-benzyl-β-D-galactopyranosyl)-3,4-di-O-benzyl-D-xylopyranose

(2S,3R,4R,5S,6R)-2-((2R,3R,4S,5R)-2-Allyloxy-4,5-bis-benzyloxy-tetrahydro-pyran-3-yloxy)-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-3-ol

allyl 2-O-(2-O-acetyl-3,4,6-tri-O-benzyl-β-D-galactopyranosyl)-3,4-di-O-benzyl-β-D-xylopyranoside

benzyl bromide

Downstream raw materials:

propyl O-β-D-galactopyranosyl-(1->2)-O-α-D-xylopyranosyl-(1->6)-O-β-D-glucopyranosyl-(1->4)-β-D-glucopyranoside

C₇₃H₈₆O₂₆

allyl O-(2-O-acetyl-3,4,6-tri-O-benzyl-β-D-galactopyranosyl)-(1->2)-O-(3,4-di-O-benzyl-α-D-xylopyranosyl)-(1->6)-O-(2,3-di-O-acetyl-β-D-glucopyranosyl)-(1->4)-2,3,6-tri-O-acetyl-β-D-glucopyranoside