p-methylphenyl 2-O-benzyl-4,6-O-benzylidene-3-O-levulinoyl-1-thio-D-galactopyranoside

Base Information

Chemical Name:p-methylphenyl 2-O-benzyl-4,6-O-benzylidene-3-O-levulinoyl-1-thio-D-galactopyranoside
CAS No.:896444-12-5
Molecular Formula:C₃₂H₃₄O₇S
Molecular Weight:562.684
Hs Code.:

Synonyms:p-methylphenyl 2-O-benzyl-4,6-O-benzylidene-3-O-levulinoyl-1-thio-D-galactopyranoside

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of p-methylphenyl 2-O-benzyl-4,6-O-benzylidene-3-O-levulinoyl-1-thio-D-galactopyranoside

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Technology Process of p-methylphenyl 2-O-benzyl-4,6-O-benzylidene-3-O-levulinoyl-1-thio-D-galactopyranoside

There total 1 articles about p-methylphenyl 2-O-benzyl-4,6-O-benzylidene-3-O-levulinoyl-1-thio-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: 78.0%

: (2R,4aR,7R,8S,8aR)-7-Benzyloxy-2-phenyl-6-p-tolylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-ol

: 123-76-2
levulinic acid

: 896444-12-5
p-methylphenyl 2-O-benzyl-4,6-O-benzylidene-3-O-levulinoyl-1-thio-D-galactopyranoside

Guidance literature:: With dmap; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In dichloromethane;
DOI:10.1016/j.bmc.2005.02.018

Reference yield: 91.0%

: 896444-12-5
p-methylphenyl 2-O-benzyl-4,6-O-benzylidene-3-O-levulinoyl-1-thio-D-galactopyranoside

: 2-O-benzyl-4,6-O-benzylidene-3-O-levulinoyl-D-galactopyranoside

Guidance literature:: With N-Bromosuccinimide; In acetone; for 0.166667h;
DOI:10.1016/j.bmc.2005.02.018

Reference yield:

: 896444-12-5
p-methylphenyl 2-O-benzyl-4,6-O-benzylidene-3-O-levulinoyl-1-thio-D-galactopyranoside

: 930283-70-8
3,4-di-O-benzyl-1-O-(2-O-benzyl-4,6-O-benzylidene-α-D-galactopyranosyl)-2-hexacosylamino-D-ribo-octadec-6-en-1-ol

Guidance literature:: Multi-step reaction with 5 steps

1.1: 91 percent / NBS / acetone / 0.17 h

2.1: 77 percent / DBU / CH₂Cl₂ / 2 h / 20 °C

3.1: 46 percent / TMSOTf; molecular sieves AW-300 / tetrahydrofuran / 2.5 h / 0 °C

4.1: tetrahydrofuran; toluene / 20 °C

5.1: aq. NaOH / 5 h

5.2: 3-(diethoxyphosphoryloxy)-1,2,3-benzotriazin-4(3H)-one; DIEA / CH₂Cl₂ / 20 °C

With sodium hydroxide; N-Bromosuccinimide; trimethylsilyl trifluoromethanesulfonate; 3 A molecular sieve; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; dichloromethane; acetone; toluene; 4.1: Staudinger reaction;
DOI:10.1016/j.bmc.2005.02.018