2-(tetradecyl)hexadecyl 2,4,6-tri-O-benzoyl-3-deoxy-3-C-[(methoxycarbonyl)methyl]-β-D-galactopyranoside

Base Information

Chemical Name:2-(tetradecyl)hexadecyl 2,4,6-tri-O-benzoyl-3-deoxy-3-C-[(methoxycarbonyl)methyl]-β-D-galactopyranoside
CAS No.:653570-23-1
Molecular Formula:C₆₀H₈₈O₁₀
Molecular Weight:969.353
Hs Code.:

Synonyms:2-(tetradecyl)hexadecyl 2,4,6-tri-O-benzoyl-3-deoxy-3-C-[(methoxycarbonyl)methyl]-β-D-galactopyranoside

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Chemical Property of 2-(tetradecyl)hexadecyl 2,4,6-tri-O-benzoyl-3-deoxy-3-C-[(methoxycarbonyl)methyl]-β-D-galactopyranoside

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Technology Process of 2-(tetradecyl)hexadecyl 2,4,6-tri-O-benzoyl-3-deoxy-3-C-[(methoxycarbonyl)methyl]-β-D-galactopyranoside

There total 7 articles about 2-(tetradecyl)hexadecyl 2,4,6-tri-O-benzoyl-3-deoxy-3-C-[(methoxycarbonyl)methyl]-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: 95.0%

: 158847-14-4
2-tetradecylhexadecan-1-ol

: 653570-23-1
2-(tetradecyl)hexadecyl 2,4,6-tri-O-benzoyl-3-deoxy-3-C-[(methoxycarbonyl)methyl]-β-D-galactopyranoside

Guidance literature:: molecular sieve; In dichloromethane;

Reference yield:

: 197243-26-8
(2R,3S,5S,6R)-3,5-Bis-benzyloxy-2-benzyloxymethyl-6-(2-trimethylsilanyl-ethoxy)-tetrahydro-pyran-4-one

: 653570-23-1
2-(tetradecyl)hexadecyl 2,4,6-tri-O-benzoyl-3-deoxy-3-C-[(methoxycarbonyl)methyl]-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1.1: MeONa / 1 h / 20 °C

2.1: H₂; acetic acid / Pd/C / 6 h / 20 °C

3.1: 73 percent / pyridine / 12 h / 20 °C

4.1: 98 percent / CF₃CO₂H / CH₂Cl₂ / 1 h / 0 - 20 °C

5.1: 88 percent / DBU / CH₂Cl₂ / 3 h / 0 °C

6.1: molecular sieves 4 Angstroem / CH₂Cl₂ / 5 h / 20 °C

6.2: 95 percent / trimethylsilyl trifluoromethanesulfonate / CH₂Cl₂ / 12 h / 0 °C

With pyridine; 4 A molecular sieve; hydrogen; sodium methylate; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; trifluoroacetic acid; palladium on activated charcoal; In dichloromethane; 1.1: Wittig-Horner carboxymethylenation;
DOI:10.1081/CAR-120026455

Reference yield:

: 197243-27-9
[(2R,3R,5R,6R)-3,5-Bis-benzyloxy-2-benzyloxymethyl-6-(2-trimethylsilanyl-ethoxy)-tetrahydro-pyran-(4E)-ylidene]-acetic acid methyl ester

: 653570-23-1
2-(tetradecyl)hexadecyl 2,4,6-tri-O-benzoyl-3-deoxy-3-C-[(methoxycarbonyl)methyl]-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1.1: H₂; acetic acid / Pd/C / 6 h / 20 °C

2.1: 73 percent / pyridine / 12 h / 20 °C

3.1: 98 percent / CF₃CO₂H / CH₂Cl₂ / 1 h / 0 - 20 °C

4.1: 88 percent / DBU / CH₂Cl₂ / 3 h / 0 °C

5.1: molecular sieves 4 Angstroem / CH₂Cl₂ / 5 h / 20 °C

5.2: 95 percent / trimethylsilyl trifluoromethanesulfonate / CH₂Cl₂ / 12 h / 0 °C

With pyridine; 4 A molecular sieve; hydrogen; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; trifluoroacetic acid; palladium on activated charcoal; In dichloromethane;
DOI:10.1081/CAR-120026455