benzyl 5-O-acetyl-2,3-O-isopropylidene-4-C-(2,3-diacetyloxy-3-phenylthiopropyl)-α-D-lyxofuranoside

Base Information

Chemical Name:benzyl 5-O-acetyl-2,3-O-isopropylidene-4-C-(2,3-diacetyloxy-3-phenylthiopropyl)-α-D-lyxofuranoside
CAS No.:848842-25-1
Molecular Formula:C₃₀H₃₆O₁₀S
Molecular Weight:588.676
Hs Code.:

Synonyms:benzyl 5-O-acetyl-2,3-O-isopropylidene-4-C-(2,3-diacetyloxy-3-phenylthiopropyl)-α-D-lyxofuranoside

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Chemical Property of benzyl 5-O-acetyl-2,3-O-isopropylidene-4-C-(2,3-diacetyloxy-3-phenylthiopropyl)-α-D-lyxofuranoside

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Technology Process of benzyl 5-O-acetyl-2,3-O-isopropylidene-4-C-(2,3-diacetyloxy-3-phenylthiopropyl)-α-D-lyxofuranoside

There total 6 articles about benzyl 5-O-acetyl-2,3-O-isopropylidene-4-C-(2,3-diacetyloxy-3-phenylthiopropyl)-α-D-lyxofuranoside 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:

: 848842-23-9
benzyl 5-O-acetyl-2,3-O-isopropylidene-4-C-(2,3-epoxypropyl)-α-D-lyxofuranoside

: 848842-25-1
benzyl 5-O-acetyl-2,3-O-isopropylidene-4-C-(2,3-diacetyloxy-3-phenylthiopropyl)-α-D-lyxofuranoside

Guidance literature:: Multi-step reaction with 3 steps

1.1: t-BuOK / 2-methyl-propan-2-ol; dimethylformamide / 12 h / Heating

1.2: 41 percent / pyridine / 20 °C

2.1: 3-chloroperbenzoic acid / CH₂Cl₂ / 0.08 h / -78 °C

3.1: 35 mg / sodium acetate / Heating

With potassium tert-butylate; sodium acetate; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; N,N-dimethyl-formamide; tert-butyl alcohol; 3.1: Pummerer rearrangement;
DOI:10.1016/j.tetasy.2004.12.001

Reference yield:

: 848842-22-8
benzyl 5-O-acetyl-2,3-O-isopropylidene-4-C-(2-propenyl)-α-D-lyxofuranoside

: 848842-25-1
benzyl 5-O-acetyl-2,3-O-isopropylidene-4-C-(2,3-diacetyloxy-3-phenylthiopropyl)-α-D-lyxofuranoside

Guidance literature:: Multi-step reaction with 4 steps

1.1: 87 percent / 3-chloroperbenzoic acid / CH₂Cl₂ / 20 °C

2.1: t-BuOK / 2-methyl-propan-2-ol; dimethylformamide / 12 h / Heating

2.2: 41 percent / pyridine / 20 °C

3.1: 3-chloroperbenzoic acid / CH₂Cl₂ / 0.08 h / -78 °C

4.1: 35 mg / sodium acetate / Heating

With potassium tert-butylate; sodium acetate; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; N,N-dimethyl-formamide; tert-butyl alcohol; 4.1: Pummerer rearrangement;
DOI:10.1016/j.tetasy.2004.12.001

Reference yield:

: 848842-24-0
benzyl 5-O-acetyl-2,3-O-isopropylidene-4-C-(2-acetyloxy-3-phenylthiopropyl)-α-D-lyxofuranoside

: 848842-25-1
benzyl 5-O-acetyl-2,3-O-isopropylidene-4-C-(2,3-diacetyloxy-3-phenylthiopropyl)-α-D-lyxofuranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 3-chloroperbenzoic acid / CH₂Cl₂ / 0.08 h / -78 °C

2: 35 mg / sodium acetate / Heating

With sodium acetate; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; 2: Pummerer rearrangement;
DOI:10.1016/j.tetasy.2004.12.001