2,3,4-tri-O-acetyl-6-O-(3-benzyloxycarbonylamidopropyl)-1-thio-β-D-galactopyranoside

Base Information

Chemical Name:2,3,4-tri-O-acetyl-6-O-(3-benzyloxycarbonylamidopropyl)-1-thio-β-D-galactopyranoside
CAS No.:1309377-90-9
Molecular Formula:C₂₉H₃₅NO₁₀S
Molecular Weight:589.664
Hs Code.:

Synonyms:2,3,4-tri-O-acetyl-6-O-(3-benzyloxycarbonylamidopropyl)-1-thio-β-D-galactopyranoside

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Chemical Property of 2,3,4-tri-O-acetyl-6-O-(3-benzyloxycarbonylamidopropyl)-1-thio-β-D-galactopyranoside

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Technology Process of 2,3,4-tri-O-acetyl-6-O-(3-benzyloxycarbonylamidopropyl)-1-thio-β-D-galactopyranoside

There total 9 articles about 2,3,4-tri-O-acetyl-6-O-(3-benzyloxycarbonylamidopropyl)-1-thio-β-D-galactopyranoside 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: 85.0%

: 1309377-89-6
phenyl 6-O-(3-benzyloxycarbonylamidopropyl)-1-thio-β-D-galactopyranoside

: 108-24-7
acetic anhydride

: 1309377-90-9
2,3,4-tri-O-acetyl-6-O-(3-benzyloxycarbonylamidopropyl)-1-thio-β-D-galactopyranoside

Guidance literature:: With pyridine; at -10 - 20 ℃; for 24h; Inert atmosphere;
DOI:10.1016/j.bmc.2011.03.023

Reference yield:

: 1309377-88-5
phenyl 2,3,4-tri-O-(4-methoxybenzyl)-6-O-(3-benzyloxycarbonylaminopropyl)-1-thio-β-D-galactopyranoside

: 1309377-90-9
2,3,4-tri-O-acetyl-6-O-(3-benzyloxycarbonylamidopropyl)-1-thio-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: water; 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane / 24 h / 20 °C

2: pyridine / 24 h / -10 - 20 °C / Inert atmosphere

With pyridine; water; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane;
DOI:10.1016/j.bmc.2011.03.023

Reference yield:

: 13992-16-0,23661-28-1,28512-68-7,65236-85-3,86782-39-0,108032-93-5,121524-01-4,121570-34-1,24404-53-3
1-deoxy-1-(phenylthio)-2,3,4,6-tetra-O-acetyl-β-D-galactopyranose

: 1309377-90-9
2,3,4-tri-O-acetyl-6-O-(3-benzyloxycarbonylamidopropyl)-1-thio-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 7 steps

1.1: methanol; sodium methylate

2.1: pyridine; triethylamine / 21.33 h / -10 - 20 °C / Inert atmosphere

3.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 4.5 h / -10 - 20 °C

4.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 7 h / 0 - 20 °C / Molecular sieve; Inert atmosphere

5.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.5 h / -10 °C / Inert atmosphere

5.2: 24.5 h / -10 - 20 °C / Inert atmosphere

6.1: water; 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane / 24 h / 20 °C

7.1: pyridine / 24 h / -10 - 20 °C / Inert atmosphere

With pyridine; methanol; tetrabutyl ammonium fluoride; water; sodium methylate; sodium hydride; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; mineral oil;
DOI:10.1016/j.bmc.2011.03.023