methyl 3-O-benzoyl-5-O-benzyl-6-deoxy-2-O-p-tolylsulfonyl-α-L-idofuranoside

Base Information

Chemical Name:methyl 3-O-benzoyl-5-O-benzyl-6-deoxy-2-O-p-tolylsulfonyl-α-L-idofuranoside
CAS No.:78841-74-4
Molecular Formula:C₂₈H₃₀O₈S
Molecular Weight:526.607
Hs Code.:

Synonyms:methyl 3-O-benzoyl-5-O-benzyl-6-deoxy-2-O-p-tolylsulfonyl-α-L-idofuranoside

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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 3-O-benzoyl-5-O-benzyl-6-deoxy-2-O-p-tolylsulfonyl-α-L-idofuranoside

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Technology Process of methyl 3-O-benzoyl-5-O-benzyl-6-deoxy-2-O-p-tolylsulfonyl-α-L-idofuranoside

There total 10 articles about methyl 3-O-benzoyl-5-O-benzyl-6-deoxy-2-O-p-tolylsulfonyl-α-L-idofuranoside 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: 56.5%

: 78841-72-2
methyl 3-O-benzoyl-5-O-benzyl-6-deoxy-α-L-idofuranoside

: 98-59-9
p-toluenesulfonyl chloride

: 78841-74-4
methyl 3-O-benzoyl-5-O-benzyl-6-deoxy-2-O-p-tolylsulfonyl-α-L-idofuranoside

Guidance literature:: In pyridine; 1.) 24 h, RT; 2.) 6 h, steam bath;
DOI:10.1016/S0008-6215(00)80395-X

Reference yield:

: 64243-86-3
6-deoxy-1,2-O-isopropylidene-3-O-(methylsulfonyl)-β-L-idofuranose

: 78841-74-4
methyl 3-O-benzoyl-5-O-benzyl-6-deoxy-2-O-p-tolylsulfonyl-α-L-idofuranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 53 percent / KOH / dimethylformamide / 1 h / 25 - 28 °C

2: 94 percent / LiAlH₄ / diethyl ether / 1.) 6 h, reflux; 2.) RT, overnight

3: 92 percent / pyridine / 3 h / Ambient temperature

4: 48.5 percent / 0.35 M methanolic HCl / 16 h / Ambient temperature

5: 56.5 percent / pyridine / 1.) 24 h, RT; 2.) 6 h, steam bath

With hydrogenchloride; potassium hydroxide; lithium aluminium tetrahydride; In pyridine; diethyl ether; N,N-dimethyl-formamide;
DOI:10.1016/S0008-6215(00)80395-X

Reference yield:

: 19286-05-6
5,6-Anhydro-1,2-O-isopropylidene-3-O-(methylsulfonyl)-β-L-idofuranose

: 78841-74-4
methyl 3-O-benzoyl-5-O-benzyl-6-deoxy-2-O-p-tolylsulfonyl-α-L-idofuranoside

Guidance literature:: Multi-step reaction with 6 steps

1: 94 percent / LiAlH₄ / tetrahydrofuran / 0.75 h / -5 °C

2: 53 percent / KOH / dimethylformamide / 1 h / 25 - 28 °C

3: 94 percent / LiAlH₄ / diethyl ether / 1.) 6 h, reflux; 2.) RT, overnight

4: 92 percent / pyridine / 3 h / Ambient temperature

5: 48.5 percent / 0.35 M methanolic HCl / 16 h / Ambient temperature

6: 56.5 percent / pyridine / 1.) 24 h, RT; 2.) 6 h, steam bath

With hydrogenchloride; potassium hydroxide; lithium aluminium tetrahydride; In tetrahydrofuran; pyridine; diethyl ether; N,N-dimethyl-formamide;
DOI:10.1016/S0008-6215(00)80395-X