benzyl 3-O-(3'-O-acetyl-2,3-O-isopropylidene-β-D-apiofuranosyl)-2,4-di-O-benzoyl-α-D-xylopyranoside

Base Information

Chemical Name:benzyl 3-O-(3'-O-acetyl-2,3-O-isopropylidene-β-D-apiofuranosyl)-2,4-di-O-benzoyl-α-D-xylopyranoside
CAS No.:685104-28-3
Molecular Formula:C₃₆H₃₈O₁₂
Molecular Weight:662.691
Hs Code.:

Synonyms:benzyl 3-O-(3'-O-acetyl-2,3-O-isopropylidene-β-D-apiofuranosyl)-2,4-di-O-benzoyl-α-D-xylopyranoside

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Chemical Property of benzyl 3-O-(3'-O-acetyl-2,3-O-isopropylidene-β-D-apiofuranosyl)-2,4-di-O-benzoyl-α-D-xylopyranoside

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Technology Process of benzyl 3-O-(3'-O-acetyl-2,3-O-isopropylidene-β-D-apiofuranosyl)-2,4-di-O-benzoyl-α-D-xylopyranoside

There total 4 articles about benzyl 3-O-(3'-O-acetyl-2,3-O-isopropylidene-β-D-apiofuranosyl)-2,4-di-O-benzoyl-α-D-xylopyranoside 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: 90.0%

: 18403-18-4
benzyl 2,4-di-O-benzoyl-α-D-xylopyranoside

: 685104-27-2
3'-O-acetyl-2,3-O-isopropylidene-α/β-D-apiofuranosyl trichloroacetamidate

: 685104-28-3
benzyl 3-O-(3'-O-acetyl-2,3-O-isopropylidene-β-D-apiofuranosyl)-2,4-di-O-benzoyl-α-D-xylopyranoside

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; In dichloromethane; at -15 ℃; for 0.5h;
DOI:10.1002/ejoc.200300580

Reference yield:

: 70147-50-1
2,3-O-isopropylidene-D-erythro-apiofuranoside

: 685104-28-3
benzyl 3-O-(3'-O-acetyl-2,3-O-isopropylidene-β-D-apiofuranosyl)-2,4-di-O-benzoyl-α-D-xylopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 82 percent / pyridine / 0 - 20 °C

2: 49 percent / NH₃; MeOH / tetrahydrofuran / 0 °C

3: 98 percent / DBU / CH₂Cl₂ / 0.33 h / 20 °C

4: 90 percent / molecular sieves 4 Angstroem; TMSOTf / CH₂Cl₂ / 0.5 h / -15 °C

With pyridine; methanol; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; ammonia; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; dichloromethane;
DOI:10.1002/ejoc.200300580

Reference yield:

: 117405-57-9
Acetic acid (3aS,6aR)-6-acetoxy-2,2-dimethyl-dihydro-furo[3,4-d][1,3]dioxol-3a-ylmethyl ester

: 685104-28-3
benzyl 3-O-(3'-O-acetyl-2,3-O-isopropylidene-β-D-apiofuranosyl)-2,4-di-O-benzoyl-α-D-xylopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 49 percent / NH₃; MeOH / tetrahydrofuran / 0 °C

2: 98 percent / DBU / CH₂Cl₂ / 0.33 h / 20 °C

3: 90 percent / molecular sieves 4 Angstroem; TMSOTf / CH₂Cl₂ / 0.5 h / -15 °C

With methanol; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; ammonia; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; dichloromethane;
DOI:10.1002/ejoc.200300580