phenyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl-(1->2)-[2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl-(1->6)]-3-O-benzyl-1-thio-β-D-glucopyranoside

Base Information

Chemical Name:phenyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl-(1->2)-[2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl-(1->6)]-3-O-benzyl-1-thio-β-D-glucopyranoside
CAS No.:679800-20-5
Molecular Formula:C₄₅H₅₆O₂₁S
Molecular Weight:964.993
Hs Code.:

Synonyms:phenyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl-(1->2)-[2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl-(1->6)]-3-O-benzyl-1-thio-β-D-glucopyranoside

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Chemical Property of phenyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl-(1->2)-[2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl-(1->6)]-3-O-benzyl-1-thio-β-D-glucopyranoside

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Technology Process of phenyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl-(1->2)-[2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl-(1->6)]-3-O-benzyl-1-thio-β-D-glucopyranoside

There total 16 articles about phenyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl-(1->2)-[2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl-(1->6)]-3-O-benzyl-1-thio-β-D-glucopyranoside 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: 54.0%

: 113893-72-4
2,3,4-tri-O-acetyl-L-rhamnopyranosyl trichloroacetimidate

: 679800-18-1
phenyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl-(1->2)-3-O-benzyl-1-thio-β-D-glucopyranoside

: 679800-20-5
phenyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl-(1->2)-[2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl-(1->6)]-3-O-benzyl-1-thio-β-D-glucopyranoside

Guidance literature:: With boron trifluoride diethyl etherate; In dichloromethane; at -20 ℃; for 5h;
DOI:10.1081/SCC-120027259

Reference yield:

: 83-87-4,604-68-2,604-69-3,2152-77-4,4026-35-1,4163-59-1,4163-60-4,4163-61-5,4163-65-9,4257-94-7,4257-96-9,16299-15-3,19186-39-1,19189-55-0,25878-60-8,25941-03-1,32445-48-0,32445-49-1,32445-53-7,32445-54-8,34685-58-0,34685-59-1,43168-42-9,43168-44-1,43169-22-8,43169-25-1,66966-07-2,70749-17-6,80184-01-6,93221-01-3,93221-02-4,99630-88-3,109215-53-4,115792-70-6,115792-73-9,139894-92-1,139973-25-4,144071-49-8,147648-81-5
D-glucose pentaacetate

: 679800-20-5
phenyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl-(1->2)-[2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl-(1->6)]-3-O-benzyl-1-thio-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 87 percent / hydrazine; AcOH / dimethylformamide / 2 h / 50 °C

2: 59 percent / DBU / CH₂Cl₂ / 2 h / 0 °C

3: Et₂O*BF₃ / CH₂Cl₂ / 2 h / 0 °C

4: AcOH / H₂O / 4 h / 70 °C

5: 54 percent / Et₂O*BF₃ / CH₂Cl₂ / 5 h / -20 °C

With boron trifluoride diethyl etherate; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; hydrazine; In dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1081/SCC-120027259

Reference yield:

: 73-34-7
L-rhamnose

: 679800-20-5
phenyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl-(1->2)-[2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl-(1->6)]-3-O-benzyl-1-thio-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: pyridine / 20 °C

2: hydrazine; AcOH / dimethylformamide / 2 h / 50 °C

3: DBU / CH₂Cl₂ / 2 h / 0 °C

4: 54 percent / Et₂O*BF₃ / CH₂Cl₂ / 5 h / -20 °C

With pyridine; boron trifluoride diethyl etherate; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; hydrazine; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1081/SCC-120027259