3,4,5,7-tetra-O-benzyl-1-deoxy-1-ethoxysulfonyl-α-D-glucohept-2-ulopyranose

Base Information Edit

Chemical Name:3,4,5,7-tetra-O-benzyl-1-deoxy-1-ethoxysulfonyl-α-D-glucohept-2-ulopyranose
CAS No.:223582-33-0
Molecular Formula:C₃₇H₄₂O₉S
Molecular Weight:662.801
Hs Code.:
Mol file:223582-33-0.mol

Synonyms:3,4,5,7-tetra-O-benzyl-1-deoxy-1-ethoxysulfonyl-α-D-glucohept-2-ulopyranose

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Chemical Property of 3,4,5,7-tetra-O-benzyl-1-deoxy-1-ethoxysulfonyl-α-D-glucohept-2-ulopyranose Edit

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Technology Process of 3,4,5,7-tetra-O-benzyl-1-deoxy-1-ethoxysulfonyl-α-D-glucohept-2-ulopyranose

There total 3 articles about 3,4,5,7-tetra-O-benzyl-1-deoxy-1-ethoxysulfonyl-α-D-glucohept-2-ulopyranose 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%

: 13096-62-3
(3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-((benzyloxy)methyl)tetrahydro-2H-pyran-2-one

: 62-50-0
Ethyl methanesulfonate

: 223582-33-0
3,4,5,7-tetra-O-benzyl-1-deoxy-1-ethoxysulfonyl-α-D-glucohept-2-ulopyranose

Guidance literature:: With n-butyllithium; In tetrahydrofuran; at -70 ℃;
DOI:10.1016/S0040-4039(99)00522-5

Reference yield:

: 4291-69-4,6386-24-9,6564-72-3,59531-24-7,69257-52-9,78184-89-1,78609-16-2,78609-17-3,78609-18-4,96553-53-6,104111-61-7,131347-08-5,4132-28-9
2,3,4,6-Tetra-O-benzyl-D-glucopyranose

: 223582-33-0
3,4,5,7-tetra-O-benzyl-1-deoxy-1-ethoxysulfonyl-α-D-glucohept-2-ulopyranose

Guidance literature:: Multi-step reaction with 2 steps

1: 95 percent / DMSO / acetic anhydride

2: 81 percent / n-BuLi

With n-butyllithium; dimethyl sulfoxide; In acetic anhydride;
DOI:10.1016/S0040-4039(01)01427-7

Reference yield:

: 627466-64-2
2,3,4,6-tetra-O-benzoyl-D-glucopyranose

: 223582-33-0
3,4,5,7-tetra-O-benzyl-1-deoxy-1-ethoxysulfonyl-α-D-glucohept-2-ulopyranose

Guidance literature:: Multi-step reaction with 2 steps

1.1: 85 percent / Dess-Martin's periodinane / CH₂Cl₂ / 0.5 h / 20 °C

2.1: LDA / tetrahydrofuran; hexane / 0.25 h / -60 °C

2.2: 80 percent / tetrahydrofuran; hexane / 0.5 h / -78 °C

With Dess-Martin periodane; lithium diisopropyl amide; In tetrahydrofuran; hexane; dichloromethane; 1.1: Oxidation / 2.1: Metallation / 2.2: Addition;
DOI:10.1016/S0957-4166(99)00564-9