(2S,3S,4R)-2-(Diphenyl-phosphinoylmethyl)-4-(2-methoxy-phenoxy)-tetrahydro-pyran-3-ol

Base Information

Chemical Name:(2S,3S,4R)-2-(Diphenyl-phosphinoylmethyl)-4-(2-methoxy-phenoxy)-tetrahydro-pyran-3-ol
CAS No.:469911-57-7
Molecular Formula:C₂₅H₂₇O₅P
Molecular Weight:438.46
Hs Code.:

Synonyms:(2S,3S,4R)-2-(Diphenyl-phosphinoylmethyl)-4-(2-methoxy-phenoxy)-tetrahydro-pyran-3-ol

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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 (2S,3S,4R)-2-(Diphenyl-phosphinoylmethyl)-4-(2-methoxy-phenoxy)-tetrahydro-pyran-3-ol

Chemical Property:

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Technology Process of (2S,3S,4R)-2-(Diphenyl-phosphinoylmethyl)-4-(2-methoxy-phenoxy)-tetrahydro-pyran-3-ol

There total 13 articles about (2S,3S,4R)-2-(Diphenyl-phosphinoylmethyl)-4-(2-methoxy-phenoxy)-tetrahydro-pyran-3-ol 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:

: 291273-55-7
(2S,3S,4R)-3-Benzyloxy-2-(diphenyl-phosphinoylmethyl)-4-(2-methoxy-phenoxy)-tetrahydro-pyran

: 469911-57-7
(2S,3S,4R)-2-(Diphenyl-phosphinoylmethyl)-4-(2-methoxy-phenoxy)-tetrahydro-pyran-3-ol

Guidance literature:: With hydrogen; palladium on activated charcoal; In methanol; dichloromethane; for 4h; under 760.051 Torr;
DOI:10.1021/ja001643h

Reference yield:

: 135214-83-4
1,5-Anhydro-2-deoxy-4,6-O-(phenylmethylene)-D-arabino-hexopyranoside

: 469911-57-7
(2S,3S,4R)-2-(Diphenyl-phosphinoylmethyl)-4-(2-methoxy-phenoxy)-tetrahydro-pyran-3-ol

Guidance literature:: Multi-step reaction with 8 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

With pyridine; ruthenium trichloride; sodium periodate; thionyl chloride; oxalyl dichloride; hydrogen; L-Selectride; potassium carbonate; dimethyl sulfoxide; triethylamine; 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:

: 291273-52-4
(2R,4aR,8R,8aS)-8-(2-Methoxy-phenoxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine

: 469911-57-7
(2S,3S,4R)-2-(Diphenyl-phosphinoylmethyl)-4-(2-methoxy-phenoxy)-tetrahydro-pyran-3-ol

Guidance literature:: Multi-step reaction with 5 steps

1: 95 percent / DIBAL-H / CH₂Cl₂; toluene / 2 h / 20 °C

2: pyridine; DMAP / 10 h / 20 °C

3: tetrahydrofuran / 1 h / 20 °C

4: H₂O₂ / tetrahydrofuran; H₂O / 0.5 h

5: H₂ / Pd/C / methanol; CH₂Cl₂ / 4 h / 760.05 Torr

With pyridine; dmap; hydrogen; dihydrogen peroxide; diisobutylaluminium hydride; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; water; toluene;
DOI:10.1021/ja001643h