ethyl 2-allyloxycarbonylamino-4,6-O-benzylidene-2-deoxy-1-thio-β-D-galactopyranoside

Base Information

Chemical Name:ethyl 2-allyloxycarbonylamino-4,6-O-benzylidene-2-deoxy-1-thio-β-D-galactopyranoside
CAS No.:863997-32-4
Molecular Formula:C₁₉H₂₅NO₆S
Molecular Weight:395.477
Hs Code.:

Synonyms:ethyl 2-allyloxycarbonylamino-4,6-O-benzylidene-2-deoxy-1-thio-β-D-galactopyranoside

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Chemical Property of ethyl 2-allyloxycarbonylamino-4,6-O-benzylidene-2-deoxy-1-thio-β-D-galactopyranoside

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Technology Process of ethyl 2-allyloxycarbonylamino-4,6-O-benzylidene-2-deoxy-1-thio-β-D-galactopyranoside

There total 6 articles about ethyl 2-allyloxycarbonylamino-4,6-O-benzylidene-2-deoxy-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:

: ((2S,3R,4R,5R,6R)-2-Ethylsulfanyl-4,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-3-yl)-carbamic acid allyl ester

: 1125-88-8
benzaldehyde dimethyl acetal

: 863997-32-4
ethyl 2-allyloxycarbonylamino-4,6-O-benzylidene-2-deoxy-1-thio-β-D-galactopyranoside

Guidance literature:: With toluene-4-sulfonic acid; In acetonitrile; at 20 ℃; for 18h;
DOI:10.1016/j.carres.2005.05.007

Reference yield:

: ethyl 2-allyloxycarbonylamino-2-deoxy-1-thio-β-D-glucopyranoside

: 863997-32-4
ethyl 2-allyloxycarbonylamino-4,6-O-benzylidene-2-deoxy-1-thio-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1.1: 4.35 g / pyridine / CH₂Cl₂ / 2 h / 0 °C

2.1: triflic anhydride / CH₂Cl₂; pyridine / 4 h / -15 °C

2.2: 90 percent / water / CH₂Cl₂; pyridine / 2 h / 80 °C

3.1: BF₃*Et₂O; EtSH / CH₂Cl₂ / 0 °C

4.1: 2.44 g / TsOH / acetonitrile / 18 h / 20 °C

With pyridine; trifluoromethylsulfonic anhydride; boron trifluoride diethyl etherate; toluene-4-sulfonic acid; ethanethiol; In pyridine; dichloromethane; acetonitrile;
DOI:10.1016/j.carres.2005.05.007

Reference yield:

: ethyl 2-allyloxycarbonylamino-2-deoxy-4,6-di-O-pivaloyl-1-thio-β-D-galactopyranoside

: 863997-32-4
ethyl 2-allyloxycarbonylamino-4,6-O-benzylidene-2-deoxy-1-thio-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: BF₃*Et₂O; EtSH / CH₂Cl₂ / 0 °C

2: 2.44 g / TsOH / acetonitrile / 18 h / 20 °C

With boron trifluoride diethyl etherate; toluene-4-sulfonic acid; ethanethiol; In dichloromethane; acetonitrile;
DOI:10.1016/j.carres.2005.05.007