allyl 2-O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-3-O-(2,3,4-tri-O-acetyl-β-D-xylopyranosyl)-α-D-glucopyranoside

Base Information

Chemical Name:allyl 2-O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-3-O-(2,3,4-tri-O-acetyl-β-D-xylopyranosyl)-α-D-glucopyranoside
CAS No.:685104-20-5
Molecular Formula:C₅₄H₅₆O₂₂
Molecular Weight:1057.03
Hs Code.:

Synonyms:allyl 2-O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-3-O-(2,3,4-tri-O-acetyl-β-D-xylopyranosyl)-α-D-glucopyranoside

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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 allyl 2-O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-3-O-(2,3,4-tri-O-acetyl-β-D-xylopyranosyl)-α-D-glucopyranoside

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Technology Process of allyl 2-O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-3-O-(2,3,4-tri-O-acetyl-β-D-xylopyranosyl)-α-D-glucopyranoside

There total 7 articles about allyl 2-O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-3-O-(2,3,4-tri-O-acetyl-β-D-xylopyranosyl)-α-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: 77.0%

: 685104-19-2
allyl 4,6-O-benzylidene-2-O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-3-O-(2,3,4-tri-O-acetyl-β-D-xylopyranosyl)-α-D-glucopyranoside

: 685104-20-5
allyl 2-O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-3-O-(2,3,4-tri-O-acetyl-β-D-xylopyranosyl)-α-D-glucopyranoside

Guidance literature:: With acetic acid; at 70 ℃;
DOI:10.1002/ejoc.200300580

Reference yield:

: 93382-48-0
allyl 4,6-O-benzylidene-α-D-glucopyranoside

: 685104-20-5
allyl 2-O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-3-O-(2,3,4-tri-O-acetyl-β-D-xylopyranosyl)-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 7 steps

1: 58 percent / pyridine / 0 °C

2: 99 percent / imidazole; DMAP / dimethylformamide

3: 98 percent / DIBAL-H / CH₂Cl₂ / -78 °C

4: 97 percent / molecular sieves 4 Angstroem; NIS; AgOTf / CH₂Cl₂; toluene / -15 - 20 °C

5: 83 percent / HF; pyridine / 20 °C

6: 100 percent / molecular sieves 4 Angstroem; NIS; AgOTf / CH₂Cl₂; toluene / -20 - 20 °C

7: 77 percent / HOAc / 70 °C

With pyridine; 1H-imidazole; dmap; N-iodo-succinimide; 4 A molecular sieve; hydrogen fluoride; silver trifluoromethanesulfonate; diisobutylaluminium hydride; acetic acid; In dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1002/ejoc.200300580

Reference yield:

: ethyl 2,3,4,6-tetra-O-benzoyl-1-thio-α-D-galactopyranoside

: 685104-20-5
allyl 2-O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-3-O-(2,3,4-tri-O-acetyl-β-D-xylopyranosyl)-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 97 percent / molecular sieves 4 Angstroem; NIS; AgOTf / CH₂Cl₂; toluene / -15 - 20 °C

2: 83 percent / HF; pyridine / 20 °C

3: 100 percent / molecular sieves 4 Angstroem; NIS; AgOTf / CH₂Cl₂; toluene / -20 - 20 °C

4: 77 percent / HOAc / 70 °C

With pyridine; N-iodo-succinimide; 4 A molecular sieve; hydrogen fluoride; silver trifluoromethanesulfonate; acetic acid; In dichloromethane; toluene;
DOI:10.1002/ejoc.200300580