4-toluenesulfonic acid 6-benzyloxy-5-benzyloxycarbonylamino-3,4-dihydroxytetrahydropyran-2-ylmethyl ester

Base Information

Chemical Name:4-toluenesulfonic acid 6-benzyloxy-5-benzyloxycarbonylamino-3,4-dihydroxytetrahydropyran-2-ylmethyl ester
CAS No.:154919-38-7
Molecular Formula:C₂₈H₃₁NO₉S
Molecular Weight:557.621
Hs Code.:

Synonyms:4-toluenesulfonic acid 6-benzyloxy-5-benzyloxycarbonylamino-3,4-dihydroxytetrahydropyran-2-ylmethyl ester

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Chemical Property of 4-toluenesulfonic acid 6-benzyloxy-5-benzyloxycarbonylamino-3,4-dihydroxytetrahydropyran-2-ylmethyl ester

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Technology Process of 4-toluenesulfonic acid 6-benzyloxy-5-benzyloxycarbonylamino-3,4-dihydroxytetrahydropyran-2-ylmethyl ester

There total 3 articles about 4-toluenesulfonic acid 6-benzyloxy-5-benzyloxycarbonylamino-3,4-dihydroxytetrahydropyran-2-ylmethyl ester 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: 69.0%

: 2862-10-4
benzyl-(2-benzyloxycarbonylamino-2-deoxy-α-D-glucopyranoside)

: 98-59-9
p-toluenesulfonyl chloride

: 154919-38-7
4-toluenesulfonic acid 6-benzyloxy-5-benzyloxycarbonylamino-3,4-dihydroxytetrahydropyran-2-ylmethyl ester

Guidance literature:: With pyridine; dmap; at 20 ℃; for 12h;
DOI:10.1016/j.bmc.2006.10.052

Reference yield:

: 1078691-95-8
(+)-D-glucosamine hydrochloride

: 154919-38-7
4-toluenesulfonic acid 6-benzyloxy-5-benzyloxycarbonylamino-3,4-dihydroxytetrahydropyran-2-ylmethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 78 percent / NaHCO₃

2: 71 percent / AcCl / 80 °C

3: 69 percent / pyridine; 4-(dimethylamino)pyridine / 12 h / 20 °C

With pyridine; dmap; sodium hydrogencarbonate; acetyl chloride;
DOI:10.1016/j.bmc.2006.10.052

Reference yield:

: 501-53-1,94274-21-2
benzyl chloroformate

: 154919-38-7
4-toluenesulfonic acid 6-benzyloxy-5-benzyloxycarbonylamino-3,4-dihydroxytetrahydropyran-2-ylmethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 78 percent / NaHCO₃

2: 71 percent / AcCl / 80 °C

3: 69 percent / pyridine; 4-(dimethylamino)pyridine / 12 h / 20 °C

With pyridine; dmap; sodium hydrogencarbonate; acetyl chloride;
DOI:10.1016/j.bmc.2006.10.052