methyl 2,3-anhydro-5,6-O-benzoyl-α-D-gulofuranosyl-(1->2)-3,4-di-O-benzyl-α-L-rhamnopyranoside

Base Information

Chemical Name:methyl 2,3-anhydro-5,6-O-benzoyl-α-D-gulofuranosyl-(1->2)-3,4-di-O-benzyl-α-L-rhamnopyranoside
CAS No.:920267-80-7
Molecular Formula:C₄₁H₄₂O₁₁
Molecular Weight:710.778
Hs Code.:

Synonyms:methyl 2,3-anhydro-5,6-O-benzoyl-α-D-gulofuranosyl-(1->2)-3,4-di-O-benzyl-α-L-rhamnopyranoside

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Chemical Property of methyl 2,3-anhydro-5,6-O-benzoyl-α-D-gulofuranosyl-(1->2)-3,4-di-O-benzyl-α-L-rhamnopyranoside

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Technology Process of methyl 2,3-anhydro-5,6-O-benzoyl-α-D-gulofuranosyl-(1->2)-3,4-di-O-benzyl-α-L-rhamnopyranoside

There total 7 articles about methyl 2,3-anhydro-5,6-O-benzoyl-α-D-gulofuranosyl-(1->2)-3,4-di-O-benzyl-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:

: 920267-59-0
p-tolyl 2,3-anhydro-1-thio-β-D-gulofuranoside

: 920267-80-7
methyl 2,3-anhydro-5,6-O-benzoyl-α-D-gulofuranosyl-(1->2)-3,4-di-O-benzyl-α-L-rhamnopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 90 percent / pyridine / 12 h / 20 °C

2: 69 percent / N-iodosuccinimide; silver trifluoromethanesulfonate; molecular sieves 4 Angstroem / CH₂Cl₂ / -40 - -25 °C

With pyridine; N-iodo-succinimide; 4 A molecular sieve; silver trifluoromethanesulfonate; In dichloromethane;
DOI:10.1021/jo061713o

Reference yield:

: (1R,2S,4S,5R)-2-((R)-2-Methoxy-2-methyl-[1,3]dioxolan-4-yl)-4-p-tolylsulfanyl-3,6-dioxa-bicyclo[3.1.0]hexane

: 920267-80-7
methyl 2,3-anhydro-5,6-O-benzoyl-α-D-gulofuranosyl-(1->2)-3,4-di-O-benzyl-α-L-rhamnopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1.1: aq. HCl / ethyl acetate / 20 °C

1.2: 1.32 g / NaOCH₃ / methanol; CH₂Cl₂ / 14 h / 20 °C / pH 10

2.1: 90 percent / pyridine / 12 h / 20 °C

3.1: 69 percent / N-iodosuccinimide; silver trifluoromethanesulfonate; molecular sieves 4 Angstroem / CH₂Cl₂ / -40 - -25 °C

With pyridine; hydrogenchloride; N-iodo-succinimide; 4 A molecular sieve; silver trifluoromethanesulfonate; In dichloromethane; ethyl acetate;
DOI:10.1021/jo061713o

Reference yield:

: 920267-56-7
4-methylphenyl 1-thio-β-D-galactofuranoside

: 920267-80-7
methyl 2,3-anhydro-5,6-O-benzoyl-α-D-gulofuranosyl-(1->2)-3,4-di-O-benzyl-α-L-rhamnopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1.1: p-toluenesulfonic acid / tetrahydrofuran / 3 h / 20 °C

2.1: PPh₃; diisopropylazodicarboxylate / 1 h / 0 - 20 °C

3.1: aq. HCl / ethyl acetate / 20 °C

3.2: 1.32 g / NaOCH₃ / methanol; CH₂Cl₂ / 14 h / 20 °C / pH 10

4.1: 90 percent / pyridine / 12 h / 20 °C

5.1: 69 percent / N-iodosuccinimide; silver trifluoromethanesulfonate; molecular sieves 4 Angstroem / CH₂Cl₂ / -40 - -25 °C

With pyridine; hydrogenchloride; N-iodo-succinimide; di-isopropyl azodicarboxylate; 4 A molecular sieve; silver trifluoromethanesulfonate; toluene-4-sulfonic acid; triphenylphosphine; In tetrahydrofuran; dichloromethane; ethyl acetate;
DOI:10.1021/jo061713o