(2S,3R,1'R)-2-(1'-benzoyloxy-1'-phenylmethyl)-3-hydroxy-5-methoxytetrahydrofuran

Base Information

Chemical Name:(2S,3R,1'R)-2-(1'-benzoyloxy-1'-phenylmethyl)-3-hydroxy-5-methoxytetrahydrofuran
CAS No.:189079-63-8
Molecular Formula:C₁₉H₂₀O₅
Molecular Weight:328.365
Hs Code.:

Synonyms:

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Chemical Property of (2S,3R,1'R)-2-(1'-benzoyloxy-1'-phenylmethyl)-3-hydroxy-5-methoxytetrahydrofuran

Chemical Property:

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Technology Process of (2S,3R,1'R)-2-(1'-benzoyloxy-1'-phenylmethyl)-3-hydroxy-5-methoxytetrahydrofuran

There total 14 articles about (2S,3R,1'R)-2-(1'-benzoyloxy-1'-phenylmethyl)-3-hydroxy-5-methoxytetrahydrofuran 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:

: 1053734-98-7
(1R,2S,3R)-2-Benzyloxy-1-phenyl-pentane-1,3,5-triol

: 189079-63-8
(2S,3R,1'R)-2-(1'-benzoyloxy-1'-phenylmethyl)-3-hydroxy-5-methoxytetrahydrofuran

Guidance literature:: Multi-step reaction with 6 steps

1: Et₃N, DMAP / CH₂Cl₂ / 8 h / Ambient temperature

2: PPTS / dimethylformamide / 2 h / Ambient temperature

3: Et₃N, DMAP / CH₂Cl₂ / 8 h / Ambient temperature

4: TBAF, aq. HF / tetrahydrofuran / Ambient temperature

5: Et₃N, DMSO, sulfur trioxide-pyridine complex / CH₂Cl₂ / 0.25 h / Ambient temperature

6: 10percent aq. HCl / 8 h / Ambient temperature

With hydrogenchloride; dmap; hydrogen fluoride; tetrabutyl ammonium fluoride; sulfur trioxide pyridine complex; pyridinium p-toluenesulfonate; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;

Reference yield:

: 2-Benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-3-phenyl-propionaldehyde

: 189079-63-8
(2S,3R,1'R)-2-(1'-benzoyloxy-1'-phenylmethyl)-3-hydroxy-5-methoxytetrahydrofuran

Guidance literature:: Multi-step reaction with 11 steps

1: SnCl₄ / CH₂Cl₂ / 0.17 h / -78 °C

2: CH₂Cl₂ / 0.25 h / Ambient temperature

3: DIBAL-H / CH₂Cl₂; toluene / 0.25 h / -78 °C

4: NaBH₄ / methanol / 30 h / Ambient temperature

5: TBAF / tetrahydrofuran / 0.5 h / Ambient temperature

6: Et₃N, DMAP / CH₂Cl₂ / 8 h / Ambient temperature

7: PPTS / dimethylformamide / 2 h / Ambient temperature

8: Et₃N, DMAP / CH₂Cl₂ / 8 h / Ambient temperature

9: TBAF, aq. HF / tetrahydrofuran / Ambient temperature

10: Et₃N, DMSO, sulfur trioxide-pyridine complex / CH₂Cl₂ / 0.25 h / Ambient temperature

11: 10percent aq. HCl / 8 h / Ambient temperature

With hydrogenchloride; dmap; sodium tetrahydroborate; hydrogen fluoride; tetrabutyl ammonium fluoride; sulfur trioxide pyridine complex; pyridinium p-toluenesulfonate; tin(IV) chloride; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; toluene;

Reference yield:

: 189079-59-2
(1R,2S,3R)-2-Benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-1-phenyl-pentane-1,3-diol

: 189079-63-8
(2S,3R,1'R)-2-(1'-benzoyloxy-1'-phenylmethyl)-3-hydroxy-5-methoxytetrahydrofuran

Guidance literature:: Multi-step reaction with 5 steps

1: PPTS / dimethylformamide / 2 h / Ambient temperature

2: Et₃N, DMAP / CH₂Cl₂ / 8 h / Ambient temperature

3: TBAF, aq. HF / tetrahydrofuran / Ambient temperature

4: Et₃N, DMSO, sulfur trioxide-pyridine complex / CH₂Cl₂ / 0.25 h / Ambient temperature

5: 10percent aq. HCl / 8 h / Ambient temperature

With hydrogenchloride; dmap; hydrogen fluoride; tetrabutyl ammonium fluoride; sulfur trioxide pyridine complex; pyridinium p-toluenesulfonate; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;