1,6-di-O-acetyl-3-O-allyloxycarbonyl-4-O-benzyl-2-O-[(R)-ethoxycarbonylbenzyl]-α-D-glucopyranose

Base Information

Chemical Name:1,6-di-O-acetyl-3-O-allyloxycarbonyl-4-O-benzyl-2-O-[(R)-ethoxycarbonylbenzyl]-α-D-glucopyranose
CAS No.:919081-73-5
Molecular Formula:C₃₁H₃₆O₁₂
Molecular Weight:600.62
Hs Code.:

Synonyms:1,6-di-O-acetyl-3-O-allyloxycarbonyl-4-O-benzyl-2-O-[(R)-ethoxycarbonylbenzyl]-α-D-glucopyranose

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Chemical Property of 1,6-di-O-acetyl-3-O-allyloxycarbonyl-4-O-benzyl-2-O-[(R)-ethoxycarbonylbenzyl]-α-D-glucopyranose

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Technology Process of 1,6-di-O-acetyl-3-O-allyloxycarbonyl-4-O-benzyl-2-O-[(R)-ethoxycarbonylbenzyl]-α-D-glucopyranose

There total 4 articles about 1,6-di-O-acetyl-3-O-allyloxycarbonyl-4-O-benzyl-2-O-[(R)-ethoxycarbonylbenzyl]-α-D-glucopyranose 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: 98.0%

: 919081-71-3
1,6-anhydro-3-O-allyloxycarbonyl-4-O-benzyl-2-O-[(R)-ethoxycarbonylbenzyl]-β-D-glucopyranose

: 108-24-7
acetic anhydride

: 919081-73-5
1,6-di-O-acetyl-3-O-allyloxycarbonyl-4-O-benzyl-2-O-[(R)-ethoxycarbonylbenzyl]-α-D-glucopyranose

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; at 0 ℃; for 0.5h;
DOI:10.1002/ejoc.200600440

Reference yield:

: 849619-43-8
1,6-anhydro-4-O-benzyl-2-O-[(R)-α-(ethoxycarbonyl)benzyl]-β-D-glucopyranose

: 919081-73-5
1,6-di-O-acetyl-3-O-allyloxycarbonyl-4-O-benzyl-2-O-[(R)-ethoxycarbonylbenzyl]-α-D-glucopyranose

Guidance literature:: Multi-step reaction with 2 steps

1: 87 percent / tetramethyl ethylenediamine / CH₂Cl₂ / 2 h / 20 °C

2: 98 percent / trimethylsilyl trifluoromethanesulfonate / 0.5 h / 0 °C

With N,N,N,N,-tetramethylethylenediamine; trimethylsilyl trifluoromethanesulfonate; In dichloromethane;
DOI:10.1002/ejoc.200600440

Reference yield:

: 33208-47-8
4-O-benzyl-1,6:2,3-dianhydro-β-D-mannopyranose

: 919081-73-5
1,6-di-O-acetyl-3-O-allyloxycarbonyl-4-O-benzyl-2-O-[(R)-ethoxycarbonylbenzyl]-α-D-glucopyranose

Guidance literature:: Multi-step reaction with 3 steps

1: 48 percent / BF₃*OEt₂; 4 Angstroem molecular sieves / toluene / 1 h / 20 °C

2: 87 percent / tetramethyl ethylenediamine / CH₂Cl₂ / 2 h / 20 °C

3: 98 percent / trimethylsilyl trifluoromethanesulfonate / 0.5 h / 0 °C

With N,N,N,N,-tetramethylethylenediamine; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; boron trifluoride diethyl etherate; In dichloromethane; toluene;
DOI:10.1002/ejoc.200600440