ethyl 2,3-di-O-benzyl-4-O-(2,4,6-tri-O-acetyl-3-O-benzyl-β-D-galactopyranosyl)-1-thio-α-L-rhamnopyranoside

Base Information

Chemical Name:ethyl 2,3-di-O-benzyl-4-O-(2,4,6-tri-O-acetyl-3-O-benzyl-β-D-galactopyranosyl)-1-thio-α-L-rhamnopyranoside
CAS No.:127781-38-8
Molecular Formula:C₄₁H₅₀O₁₂S
Molecular Weight:766.907
Hs Code.:

Synonyms:ethyl 2,3-di-O-benzyl-4-O-(2,4,6-tri-O-acetyl-3-O-benzyl-β-D-galactopyranosyl)-1-thio-α-L-rhamnopyranoside

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Chemical Property of ethyl 2,3-di-O-benzyl-4-O-(2,4,6-tri-O-acetyl-3-O-benzyl-β-D-galactopyranosyl)-1-thio-α-L-rhamnopyranoside

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Technology Process of ethyl 2,3-di-O-benzyl-4-O-(2,4,6-tri-O-acetyl-3-O-benzyl-β-D-galactopyranosyl)-1-thio-α-L-rhamnopyranoside

There total 9 articles about ethyl 2,3-di-O-benzyl-4-O-(2,4,6-tri-O-acetyl-3-O-benzyl-β-D-galactopyranosyl)-1-thio-α-L-rhamnopyranoside 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: 81.0%

: 127753-99-5
ethyl 2,3-di-O-benzyl-1-thio-α-L-rhamnopyranoside

: 127853-24-1
2,4,6-tri-O-acetyl-3-O-benzyl-α-D-galactopyranosyl trichloroacetimidate

: 127781-38-8
ethyl 2,3-di-O-benzyl-4-O-(2,4,6-tri-O-acetyl-3-O-benzyl-β-D-galactopyranosyl)-1-thio-α-L-rhamnopyranoside

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; In dichloromethane; at -30 ℃; for 0.333333h;

Reference yield:

: 40010-11-5,61277-64-3,65942-01-0,81371-52-0,93714-01-3,108644-64-0,133268-63-0,133268-64-1,143005-10-1,143005-11-2,81371-53-1
methyl 3-O-benzyl-β-D-galactopyranoside

: 127781-38-8
ethyl 2,3-di-O-benzyl-4-O-(2,4,6-tri-O-acetyl-3-O-benzyl-β-D-galactopyranosyl)-1-thio-α-L-rhamnopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 70 percent / pyridine / Ambient temperature; overmight

2: 4percent sulfuric acid / 4 h / Ambient temperature

3: hydrazine acetate / dimethylformamide / 1.5 h / 55 °C

4: 1,8-diazabicyclo<5.4.0>undec-7-ene / CH₂Cl₂ / 1 h / Ambient temperature

5: 81 percent / molecular sieves (4 Angstroem); trimethylsilyl triflate / CH₂Cl₂ / 0.33 h / -30 °C

With pyridine; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; sulfuric acid; hydrazinium monoacetate; 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; N,N-dimethyl-formamide;

Reference yield:

: 127753-95-1
ethyl 2,3-O-isopropylidene-1-thio-α-L-rhamnopyranoside

: 127781-38-8
ethyl 2,3-di-O-benzyl-4-O-(2,4,6-tri-O-acetyl-3-O-benzyl-β-D-galactopyranosyl)-1-thio-α-L-rhamnopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 98 percent / KOH / dimethylformamide

2: 98 percent / 45 percent aqueuous acetic acid / 1.5 h / 70 °C

3: 97 percent / KOH / dimethylformamide / 0.25 h / 90 °C

4: 87 percent / potassium tert-butoxide / dimethylformamide / 0.25 h / 90 °C

5: 81 percent / molecular sieves (4 Angstroem); trimethylsilyl triflate / CH₂Cl₂ / 0.33 h / -30 °C

With potassium hydroxide; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; potassium tert-butylate; acetic acid; In dichloromethane; N,N-dimethyl-formamide;