methyl (phenyl 2,4-di-O-acetyl-3-O-benzyl-1-thio-α-L-idopyranoside)uronate

Base Information

Chemical Name:methyl (phenyl 2,4-di-O-acetyl-3-O-benzyl-1-thio-α-L-idopyranoside)uronate
CAS No.:735326-89-3
Molecular Formula:C₂₄H₂₆O₈S
Molecular Weight:474.532
Hs Code.:

Synonyms:methyl (phenyl 2,4-di-O-acetyl-3-O-benzyl-1-thio-α-L-idopyranoside)uronate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of methyl (phenyl 2,4-di-O-acetyl-3-O-benzyl-1-thio-α-L-idopyranoside)uronate

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Technology Process of methyl (phenyl 2,4-di-O-acetyl-3-O-benzyl-1-thio-α-L-idopyranoside)uronate

There total 12 articles about methyl (phenyl 2,4-di-O-acetyl-3-O-benzyl-1-thio-α-L-idopyranoside)uronate 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: 52.0%

: 108-98-5
thiophenol

: 93382-47-9
methyl (acetyl 2,4-di-O-acetyl-3-O-benzyl-α,β-L-idopyranoside)uronate

: 735326-89-3
methyl (phenyl 2,4-di-O-acetyl-3-O-benzyl-1-thio-α-L-idopyranoside)uronate

Guidance literature:: With boron trifluoride diethyl etherate; In dichloromethane; at 20 ℃; for 2h;
DOI:10.1016/j.carres.2004.03.006

Reference yield:

: 735326-79-1
1,2-di-O-acetyl-3-O-benzyl-L-idopyranose

: 735326-89-3
methyl (phenyl 2,4-di-O-acetyl-3-O-benzyl-1-thio-α-L-idopyranoside)uronate

Guidance literature:: Multi-step reaction with 4 steps

1: 1.0 g / NaOCl; TEMPO; Bu₄NBr / CH₂Cl₂; H₂O / 0 °C

2: 62 percent / KHCO₃ / dimethylformamide / 16 h / 20 °C

3: 71 percent / pyridine / 20 °C

4: 52 percent / BF₃*Et₂O / CH₂Cl₂ / 2 h / 20 °C

With 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium hypochlorite; boron trifluoride diethyl etherate; tetrabutylammomium bromide; potassium hydrogencarbonate; In pyridine; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1016/j.carres.2004.03.006

Reference yield:

: 735326-87-1
(2R,3S,4S,5R)-5,6-Diacetoxy-4-benzyloxy-3-hydroxy-tetrahydro-pyran-2-carboxylic acid

: 735326-89-3
methyl (phenyl 2,4-di-O-acetyl-3-O-benzyl-1-thio-α-L-idopyranoside)uronate

Guidance literature:: Multi-step reaction with 3 steps

1: 62 percent / KHCO₃ / dimethylformamide / 16 h / 20 °C

2: 71 percent / pyridine / 20 °C

3: 52 percent / BF₃*Et₂O / CH₂Cl₂ / 2 h / 20 °C

With boron trifluoride diethyl etherate; potassium hydrogencarbonate; In pyridine; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.carres.2004.03.006