methyl (2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl)-(1-> 2)-3,4-di-O-benzyl-α-L-(2-2H)rhamnopyranoside

Base Information

Chemical Name:methyl (2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl)-(1-> 2)-3,4-di-O-benzyl-α-L-(2-2H)rhamnopyranoside
CAS No.:219808-97-6
Molecular Formula:C₄₈H₄₈O₁₂
Molecular Weight:817.894
Hs Code.:

Synonyms:methyl (2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl)-(1-> 2)-3,4-di-O-benzyl-α-L-(2-2H)rhamnopyranoside

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Chemical Property of methyl (2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl)-(1-> 2)-3,4-di-O-benzyl-α-L-(2-2H)rhamnopyranoside

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Technology Process of methyl (2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl)-(1-> 2)-3,4-di-O-benzyl-α-L-(2-2H)rhamnopyranoside

There total 8 articles about methyl (2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl)-(1-> 2)-3,4-di-O-benzyl-α-L-(2-2H)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%

: 14218-08-7,41881-44-1,53297-33-9,60820-93-1,61198-82-1,67986-91-8,73068-86-7,131897-72-8,131897-73-9
2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl bromide

: 219808-95-4
methyl 3,4-di-O-benzyl-α-L-(2-2H)rhamnopyranoside

: 219808-97-6
methyl (2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl)-(1-> 2)-3,4-di-O-benzyl-α-L-(2-2H)rhamnopyranoside

Guidance literature:: With 2,3,5-trimethyl-pyridine; 4 A molecular sieve; silver trifluoromethanesulfonate; In dichloromethane; at -40 ℃; for 0.25h;
DOI:10.1016/S0008-6215(98)00254-7

Reference yield:

: 89821-77-2
Allyl 4-O-benzyl-2,3-O-isopropylidene-α-L-rhamnopyranoside

: 219808-97-6
methyl (2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl)-(1-> 2)-3,4-di-O-benzyl-α-L-(2-2H)rhamnopyranoside

Guidance literature:: Multi-step reaction with 8 steps

1: 70 percent / ethyldiisopropylamine, tris(triphenylphosphine)rhodium(I) chloride / ethanol / 3 h / Heating

2: 91 percent / NaH / tetrahydrofuran / Ambient temperature

3: 92 percent / CF₃COOH / CHCl₃ / 2 h / Ambient temperature

4: 92 percent / dibutyltin oxide / 0.5 h / 90 °C

5: dimethyl sulfoxide, oxalyl chloride, Et₃N / 0.5 h / -60 °C / up to 0 deg C

6: NaBD₄ / tetradeuteriomethanol / 0.25 h

7: 80 percent / acetyl chloride / methanol / 1 h / Heating

8: 81 percent / collidine, 4 Angstroem molecular sieves, AgOTf / CH₂Cl₂ / 0.25 h / -40 °C

With 2,3,5-trimethyl-pyridine; Wilkinson's catalyst; sodium borodeuteride; oxalyl dichloride; 4 A molecular sieve; silver trifluoromethanesulfonate; sodium hydride; di(n-butyl)tin oxide; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; acetyl chloride; trifluoroacetic acid; In tetrahydrofuran; methanol; ethanol; dichloromethane; chloroform; d⁽⁴⁾-methanol;
DOI:10.1016/S0008-6215(98)00254-7

Reference yield:

: 219808-89-6
4-O-benzyl-2,3-O-isopropylidene-α-L-rhamnopyranose

: 219808-97-6
methyl (2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl)-(1-> 2)-3,4-di-O-benzyl-α-L-(2-2H)rhamnopyranoside

Guidance literature:: Multi-step reaction with 7 steps

1: 91 percent / NaH / tetrahydrofuran / Ambient temperature

2: 92 percent / CF₃COOH / CHCl₃ / 2 h / Ambient temperature

3: 92 percent / dibutyltin oxide / 0.5 h / 90 °C

4: dimethyl sulfoxide, oxalyl chloride, Et₃N / 0.5 h / -60 °C / up to 0 deg C

5: NaBD₄ / tetradeuteriomethanol / 0.25 h

6: 80 percent / acetyl chloride / methanol / 1 h / Heating

7: 81 percent / collidine, 4 Angstroem molecular sieves, AgOTf / CH₂Cl₂ / 0.25 h / -40 °C

With 2,3,5-trimethyl-pyridine; sodium borodeuteride; oxalyl dichloride; 4 A molecular sieve; silver trifluoromethanesulfonate; sodium hydride; di(n-butyl)tin oxide; dimethyl sulfoxide; triethylamine; acetyl chloride; trifluoroacetic acid; In tetrahydrofuran; methanol; dichloromethane; chloroform; d⁽⁴⁾-methanol;
DOI:10.1016/S0008-6215(98)00254-7