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

Base Information

Chemical Name:benzyl (2,4-di-O-benzoyl-3-O-chloroacetyl-α-L-rhamnopyranosyl)-(1->2)-3,4-di-O-benzoyl-α-L-rhamnopyranoside
CAS No.:502423-56-5
Molecular Formula:C₄₉H₄₅ClO₁₄
Molecular Weight:893.341
Hs Code.:

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

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

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

There total 8 articles about benzyl (2,4-di-O-benzoyl-3-O-chloroacetyl-α-L-rhamnopyranosyl)-(1->2)-3,4-di-O-benzoyl-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: 82.0%

: 89756-10-5
benzyl 3,4-di-O-benzoyl-α-L-rhamnopyranoside

: 502423-55-4
C₂₄H₂₅ClO₇S

: 502423-56-5
benzyl (2,4-di-O-benzoyl-3-O-chloroacetyl-α-L-rhamnopyranosyl)-(1->2)-3,4-di-O-benzoyl-α-L-rhamnopyranoside

Guidance literature:: With N-iodo-succinimide; trifluorormethanesulfonic acid; 4 A molecular sieve; In dichloromethane; at -20 ℃; for 1.5h;
DOI:10.1016/S0040-4039(02)02237-2

Reference yield:

: 53270-14-7
benzyl 2,3-O-isopropylidene-α-L-rhamnopyranoside

: 502423-56-5
benzyl (2,4-di-O-benzoyl-3-O-chloroacetyl-α-L-rhamnopyranosyl)-(1->2)-3,4-di-O-benzoyl-α-L-rhamnopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: pyridine / 1 h / 0 °C

2: aq. TFA / 0.75 h / 20 °C

3: 57 percent / pyridine / CH₂Cl₂ / 1.67 h / -25 °C

4: 82 percent / N-iodosuccinimide; F₃CSO₃H; molecular sieves 4 Angstroem / CH₂Cl₂ / 1.5 h / -20 °C

With pyridine; N-iodo-succinimide; trifluorormethanesulfonic acid; 4 A molecular sieve; trifluoroacetic acid; In dichloromethane;
DOI:10.1016/S0040-4039(02)02237-2

Reference yield:

: 73-34-7
L-rhamnose

: 502423-56-5
benzyl (2,4-di-O-benzoyl-3-O-chloroacetyl-α-L-rhamnopyranosyl)-(1->2)-3,4-di-O-benzoyl-α-L-rhamnopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1: 54 percent / Amberlyst 15-H⁽¹⁺⁾ / 16 h / 45 °C

2: 98 percent / TsOH / 1 h / 20 °C

3: pyridine / 1 h / 0 °C

4: aq. TFA / 0.75 h / 20 °C

5: 57 percent / pyridine / CH₂Cl₂ / 1.67 h / -25 °C

6: 82 percent / N-iodosuccinimide; F₃CSO₃H; molecular sieves 4 Angstroem / CH₂Cl₂ / 1.5 h / -20 °C

With pyridine; N-iodo-succinimide; trifluorormethanesulfonic acid; 4 A molecular sieve; Amberlyst 15-H⁽¹⁺⁾; toluene-4-sulfonic acid; trifluoroacetic acid; In dichloromethane;
DOI:10.1016/S0040-4039(02)02237-2