1-O-acetyl-6-O-tert-butyldimethylsilyl-2-deoxy-4,5-O-isopropylidene-2-phenylthio-D-erythro-hex-1-eno-3-ulose

Base Information

Chemical Name:1-O-acetyl-6-O-tert-butyldimethylsilyl-2-deoxy-4,5-O-isopropylidene-2-phenylthio-D-erythro-hex-1-eno-3-ulose
CAS No.:129034-06-6
Molecular Formula:C₂₃H₃₄O₆SSi
Molecular Weight:466.671
Hs Code.:

Synonyms:1-O-acetyl-6-O-tert-butyldimethylsilyl-2-deoxy-4,5-O-isopropylidene-2-phenylthio-D-erythro-hex-1-eno-3-ulose

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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 1-O-acetyl-6-O-tert-butyldimethylsilyl-2-deoxy-4,5-O-isopropylidene-2-phenylthio-D-erythro-hex-1-eno-3-ulose

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Technology Process of 1-O-acetyl-6-O-tert-butyldimethylsilyl-2-deoxy-4,5-O-isopropylidene-2-phenylthio-D-erythro-hex-1-eno-3-ulose

There total 10 articles about 1-O-acetyl-6-O-tert-butyldimethylsilyl-2-deoxy-4,5-O-isopropylidene-2-phenylthio-D-erythro-hex-1-eno-3-ulose 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: 99.0%

: 129034-05-5
6-O-tert-butyldimethylsilyl-2-deoxy-4,5-O-isopropylidene-2-phenylthio-D-erythro-hex-1-eno-3-ulose

: 75-36-5
acetyl chloride

: 129034-06-6
1-O-acetyl-6-O-tert-butyldimethylsilyl-2-deoxy-4,5-O-isopropylidene-2-phenylthio-D-erythro-hex-1-eno-3-ulose

Guidance literature:: With pyridine; In toluene; 1) -10 deg C, 30 min; 2) 0 deg C, 17 h;

Reference yield:

: 129034-01-1
5-deoxy-2,3-O-isopropylidene-5-phenylthio-D-lyxitol

: 129034-06-6
1-O-acetyl-6-O-tert-butyldimethylsilyl-2-deoxy-4,5-O-isopropylidene-2-phenylthio-D-erythro-hex-1-eno-3-ulose

Guidance literature:: Multi-step reaction with 5 steps

1: 92 percent / imidazole / dimethylformamide / 0.75 h / Ambient temperature

2: 98 percent / DMSO, dicyclohexyl carbodiimide, pyridine, trifluoroacetic acid / diethyl ether / 0 deg C then RT, 3 h

3: 82 percent / 3 h / 70 °C

4: 96 percent / aq. sodium hydroxide / ethanol / 3.5 h

5: 99 percent / pyridine / toluene / 1) -10 deg C, 30 min; 2) 0 deg C, 17 h

With pyridine; 1H-imidazole; sodium hydroxide; dimethyl sulfoxide; dicyclohexyl-carbodiimide; trifluoroacetic acid; In diethyl ether; ethanol; N,N-dimethyl-formamide; toluene;

Reference yield:

: 129034-00-0
5-deoxy-2,3-O-isopropylidene-5-phenylthio-α-D-lyxofuranose

: 129034-06-6
1-O-acetyl-6-O-tert-butyldimethylsilyl-2-deoxy-4,5-O-isopropylidene-2-phenylthio-D-erythro-hex-1-eno-3-ulose

Guidance literature:: Multi-step reaction with 6 steps

1: 83 percent / NaBH₄ / methanol / 3 h

2: 92 percent / imidazole / dimethylformamide / 0.75 h / Ambient temperature

3: 98 percent / DMSO, dicyclohexyl carbodiimide, pyridine, trifluoroacetic acid / diethyl ether / 0 deg C then RT, 3 h

4: 82 percent / 3 h / 70 °C

5: 96 percent / aq. sodium hydroxide / ethanol / 3.5 h

6: 99 percent / pyridine / toluene / 1) -10 deg C, 30 min; 2) 0 deg C, 17 h

With pyridine; 1H-imidazole; sodium hydroxide; sodium tetrahydroborate; dimethyl sulfoxide; dicyclohexyl-carbodiimide; trifluoroacetic acid; In methanol; diethyl ether; ethanol; N,N-dimethyl-formamide; toluene;