benzyl 3-(phenylsulfonyl)-3-deoxy-2-O-<(benzyloxy)methyl>-4-O-benzoyl-α-D-xylopyranoside

Base Information

Chemical Name:benzyl 3-(phenylsulfonyl)-3-deoxy-2-O-<(benzyloxy)methyl>-4-O-benzoyl-α-D-xylopyranoside
CAS No.:112483-10-0
Molecular Formula:C₃₃H₃₂O₈S
Molecular Weight:588.678
Hs Code.:

Synonyms:benzyl 3-(phenylsulfonyl)-3-deoxy-2-O-<(benzyloxy)methyl>-4-O-benzoyl-α-D-xylopyranoside

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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 benzyl 3-(phenylsulfonyl)-3-deoxy-2-O-<(benzyloxy)methyl>-4-O-benzoyl-α-D-xylopyranoside

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Technology Process of benzyl 3-(phenylsulfonyl)-3-deoxy-2-O-<(benzyloxy)methyl>-4-O-benzoyl-α-D-xylopyranoside

There total 9 articles about benzyl 3-(phenylsulfonyl)-3-deoxy-2-O-<(benzyloxy)methyl>-4-O-benzoyl-α-D-xylopyranoside 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: 60.0%

: 112483-09-7
benzyl 3-(phenylthio)-3-deoxy-2-O-<(benzyloxy)methyl>-4-O-benzoyl-α-D-xylopyranoside

: 112483-10-0
benzyl 3-(phenylsulfonyl)-3-deoxy-2-O-<(benzyloxy)methyl>-4-O-benzoyl-α-D-xylopyranoside

Guidance literature:: With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 8 - 9 ℃;
DOI:10.1021/jo00241a012

Reference yield:

: 18403-20-8
benzyl 2-O-benzoyl-α-D-xylopyranoside

: 112483-10-0
benzyl 3-(phenylsulfonyl)-3-deoxy-2-O-<(benzyloxy)methyl>-4-O-benzoyl-α-D-xylopyranoside

Guidance literature:: Multi-step reaction with 7 steps

1: 85 percent / triphenylphosphine, iodoform, imidazole / toluene / 21 h / Heating

2: 100 percent / triethylamine, water / methanol / 30 h / Ambient temperature

3: 96 percent / m-chloroperoxybenzoic acid / CH₂Cl₂ / 20 h / 8 - 9 °C

4: 76 percent / diisopropylethylamine / tetrahydrofuran / 20 h / Ambient temperature

5: 1.) 50percent NaH / 1.) THF, 0.5 h, 2.) RT, 6 h

6: DMAP, pyridine / 12 h / Ambient temperature

7: 60 percent / m-chloroperbenzoic acid / CH₂Cl₂ / 8 - 9 °C

With pyridine; 1H-imidazole; dmap; iodoform; water; sodium hydride; triethylamine; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; In tetrahydrofuran; methanol; dichloromethane; toluene;
DOI:10.1021/jo00241a012

Reference yield:

: 112348-33-1
benzyl 2-O-benzoyl-α-D-erythro-pent-3-enopyranoside

: 112483-10-0
benzyl 3-(phenylsulfonyl)-3-deoxy-2-O-<(benzyloxy)methyl>-4-O-benzoyl-α-D-xylopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1: 100 percent / triethylamine, water / methanol / 30 h / Ambient temperature

2: 96 percent / m-chloroperoxybenzoic acid / CH₂Cl₂ / 20 h / 8 - 9 °C

3: 76 percent / diisopropylethylamine / tetrahydrofuran / 20 h / Ambient temperature

4: 1.) 50percent NaH / 1.) THF, 0.5 h, 2.) RT, 6 h

5: DMAP, pyridine / 12 h / Ambient temperature

6: 60 percent / m-chloroperbenzoic acid / CH₂Cl₂ / 8 - 9 °C

With pyridine; dmap; water; sodium hydride; triethylamine; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1021/jo00241a012