1,5-Anhydro-2,6-dideoxy-4-o-(4,5-difluoro-2-hydroxyphenyl)-6-(diphenylphosphinyl)-D-arabino-hexitol

Base Information

• Chemical Name: 1,5-Anhydro-2,6-dideoxy-4-o-(4,5-difluoro-2-hydroxyphenyl)-6-(diphenylphosphinyl)-D-arabino-hexitol
• CAS No.: 454475-43-5
• Molecular Formula: C₂₄H₂₃F₂O₅P
• Molecular Weight: 460.414

Synonyms:1,5-Anhydro-2,6-dideoxy-4-o-(4,5-difluoro-2-hydroxyphenyl)-6-(diphenylphosphinyl)-D-arabino-hexitol;1,5-anhydro-2,6-dideoxy-3-O-(4,5-difluoro-2-hydroxyphenyl)-6-(diphenylphosphinyl)-D-arabino-hexito

Chemical Property of 1,5-Anhydro-2,6-dideoxy-4-o-(4,5-difluoro-2-hydroxyphenyl)-6-(diphenylphosphinyl)-D-arabino-hexitol

Chemical Property:

Purity/Quality:

98%Min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1,5-Anhydro-2,6-dideoxy-4-o-(4,5-difluoro-2-hydroxyphenyl)-6-(diphenylphosphinyl)-D-arabino-hexitol

There total 8 articles about 1,5-Anhydro-2,6-dideoxy-4-o-(4,5-difluoro-2-hydroxyphenyl)-6-(diphenylphosphinyl)-D-arabino-hexitol 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:

1,5-Anhydro-2-deoxy-4,6-O-(phenylmethylene)-D-arabino-hexopyranoside (135214-83-4) → 1,5-anhydro-2,6-dideoxy-3-O-(4,5-difluoro-2-hydroxyphenyl)-6-(diphenylphosphinyl)-D-arabino-hexitol (454475-43-5)

Guidance literature:

Multi-step reaction with 9 steps

1.1: (COCl)2; DMSO; Et₃N / CH₂Cl₂ / -78 - 20 °C

2.1: L-selectride / tetrahydrofuran / -78 °C

3.1: 92 percent / hydrogen / Pd_.C / methanol; acetic acid / 20 °C

4.1: 78 percent / pyridine

5.1: tetrahydrofuran / 0.5 h / 0 °C

5.2: 94 percent / NH₄Cl; H₂O₂ (30 percent) / H₂O; tetrahydrofuran / 0 °C

6.1: SOCl₂ / CH₂Cl₂

7.1: RuCl₃*3H₂O; NaIO₄ / CCl₄; acetonitrile; H₂O / 0 °C

8.1: K₂CO₃ / dimethylformamide

8.2: H₂SO₄(20 percent) / diethyl ether; CHCl₃ / 12 h

9.1: EtSH; AlCl₃ / CH₂Cl₂

With pyridine; ruthenium trichloride; sodium periodate; aluminium trichloride; thionyl chloride; oxalyl dichloride; hydrogen; L-Selectride; potassium carbonate; dimethyl sulfoxide; triethylamine; ethanethiol; palladium on activated charcoal; In tetrahydrofuran; methanol; tetrachloromethane; dichloromethane; water; acetic acid; N,N-dimethyl-formamide; acetonitrile; 1.1: Swern oxidation;

DOI:10.1016/S0040-4039(02)00450-1

Reference yield:

1,5-anhydro-2-deoxy-4,6-O-benzylidene-D-ribohexitol (119238-15-2) → 1,5-anhydro-2,6-dideoxy-3-O-(4,5-difluoro-2-hydroxyphenyl)-6-(diphenylphosphinyl)-D-arabino-hexitol (454475-43-5)

Guidance literature:

Multi-step reaction with 7 steps

1.1: 92 percent / hydrogen / Pd_.C / methanol; acetic acid / 20 °C

2.1: 78 percent / pyridine

3.1: tetrahydrofuran / 0.5 h / 0 °C

3.2: 94 percent / NH₄Cl; H₂O₂ (30 percent) / H₂O; tetrahydrofuran / 0 °C

4.1: SOCl₂ / CH₂Cl₂

5.1: RuCl₃*3H₂O; NaIO₄ / CCl₄; acetonitrile; H₂O / 0 °C

6.1: K₂CO₃ / dimethylformamide

6.2: H₂SO₄(20 percent) / diethyl ether; CHCl₃ / 12 h

7.1: EtSH; AlCl₃ / CH₂Cl₂

With pyridine; ruthenium trichloride; sodium periodate; aluminium trichloride; thionyl chloride; hydrogen; potassium carbonate; ethanethiol; palladium on activated charcoal; In tetrahydrofuran; methanol; tetrachloromethane; dichloromethane; water; acetic acid; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1016/S0040-4039(02)00450-1

Reference yield:

(2R,4aR,8aR)-2-Phenyl-tetrahydro-pyrano[3,2-d][1,3]dioxin-8-one (63554-21-2) → 1,5-anhydro-2,6-dideoxy-3-O-(4,5-difluoro-2-hydroxyphenyl)-6-(diphenylphosphinyl)-D-arabino-hexitol (454475-43-5)

Guidance literature:

Multi-step reaction with 8 steps

1.1: L-selectride / tetrahydrofuran / -78 °C

2.1: 92 percent / hydrogen / Pd_.C / methanol; acetic acid / 20 °C

3.1: 78 percent / pyridine

4.1: tetrahydrofuran / 0.5 h / 0 °C

4.2: 94 percent / NH₄Cl; H₂O₂ (30 percent) / H₂O; tetrahydrofuran / 0 °C

5.1: SOCl₂ / CH₂Cl₂

6.1: RuCl₃*3H₂O; NaIO₄ / CCl₄; acetonitrile; H₂O / 0 °C

7.1: K₂CO₃ / dimethylformamide

7.2: H₂SO₄(20 percent) / diethyl ether; CHCl₃ / 12 h

8.1: EtSH; AlCl₃ / CH₂Cl₂

With pyridine; ruthenium trichloride; sodium periodate; aluminium trichloride; thionyl chloride; hydrogen; L-Selectride; potassium carbonate; ethanethiol; palladium on activated charcoal; In tetrahydrofuran; methanol; tetrachloromethane; dichloromethane; water; acetic acid; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1016/S0040-4039(02)00450-1

upstream raw materials:

(2S,3S,4R)-4-(4,5-Difluoro-2-methoxy-phenoxy)-2-(diphenyl-phosphinoylmethyl)-tetrahydro-pyran-3-ol

1,5-Anhydro-2-deoxy-4,6-O-(phenylmethylene)-D-arabino-hexopyranoside

1,5-anhydro-2-deoxy-4,6-O-benzylidene-D-ribohexitol

6-O-(4-toluenesulfonyl)-1,2-dideoxy-D-allose

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