2,4-Dideoxy-5,6-O-isopropylidene-3-(p-nitrobenzoyl)-D-allose Diethyl Dithioacetal

Base Information

Chemical Name:2,4-Dideoxy-5,6-O-isopropylidene-3-(p-nitrobenzoyl)-D-allose Diethyl Dithioacetal
CAS No.:138386-39-7
Molecular Formula:C₂₀H₂₉NO₆S₂
Molecular Weight:443.585
Hs Code.:

Synonyms:2,4-Dideoxy-5,6-O-isopropylidene-3-(p-nitrobenzoyl)-D-allose Diethyl Dithioacetal

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Chemical Property of 2,4-Dideoxy-5,6-O-isopropylidene-3-(p-nitrobenzoyl)-D-allose Diethyl Dithioacetal

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Technology Process of 2,4-Dideoxy-5,6-O-isopropylidene-3-(p-nitrobenzoyl)-D-allose Diethyl Dithioacetal

There total 5 articles about 2,4-Dideoxy-5,6-O-isopropylidene-3-(p-nitrobenzoyl)-D-allose Diethyl Dithioacetal 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: 61.0%

: 138386-38-6
2,4-Dideoxy-5,6-O-isopropylidene-D-glucose Diethyl Dithioacetal

: 62-23-7
4-nitro-benzoic acid

: 138386-39-7
2,4-Dideoxy-5,6-O-isopropylidene-3-(p-nitrobenzoyl)-D-allose Diethyl Dithioacetal

Guidance literature:: With triphenylphosphine; diethylazodicarboxylate; In toluene; for 1h; Ambient temperature;
DOI:10.1021/jo00031a056

Reference yield:

: 4258-02-0
2,3:5,6-di-O-isopropylidene-D-glucose diethyl dithioacetal

: 138386-39-7
2,4-Dideoxy-5,6-O-isopropylidene-3-(p-nitrobenzoyl)-D-allose Diethyl Dithioacetal

Guidance literature:: Multi-step reaction with 5 steps

2: tributyltin hydride (TBTH) / toluene / Heating

3: t-BuOK / tetrahydrofuran; dimethylsulfoxide / 0.5 h / Ambient temperature

4: LiAlH₄ / tetrahydrofuran / 5 h / Ambient temperature

5: 61 percent / PPh₃, DEAD / toluene / 1 h / Ambient temperature

With lithium aluminium tetrahydride; potassium tert-butylate; tri-n-butyl-tin hydride; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; dimethyl sulfoxide; toluene;
DOI:10.1021/jo00031a056

Reference yield:

: 138386-37-5
(S)-1-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-4,4-bis-ethylsulfanyl-but-3-en-2-ol

: 138386-39-7
2,4-Dideoxy-5,6-O-isopropylidene-3-(p-nitrobenzoyl)-D-allose Diethyl Dithioacetal

Guidance literature:: Multi-step reaction with 2 steps

1: LiAlH₄ / tetrahydrofuran / 5 h / Ambient temperature

2: 61 percent / PPh₃, DEAD / toluene / 1 h / Ambient temperature

With lithium aluminium tetrahydride; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; toluene;
DOI:10.1021/jo00031a056