(2R,3S,5R)-5-(3-Benzenesulfinyl-propyl)-3-benzyloxy-2-methyl-tetrahydro-furan

Base Information

Chemical Name:(2R,3S,5R)-5-(3-Benzenesulfinyl-propyl)-3-benzyloxy-2-methyl-tetrahydro-furan
CAS No.:79712-10-0
Molecular Formula:C₂₁H₂₆O₃S
Molecular Weight:358.502
Hs Code.:

Synonyms:(2R,3S,5R)-5-(3-Benzenesulfinyl-propyl)-3-benzyloxy-2-methyl-tetrahydro-furan

Suppliers and Price of (2R,3S,5R)-5-(3-Benzenesulfinyl-propyl)-3-benzyloxy-2-methyl-tetrahydro-furan

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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 (2R,3S,5R)-5-(3-Benzenesulfinyl-propyl)-3-benzyloxy-2-methyl-tetrahydro-furan

Chemical Property:

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Technology Process of (2R,3S,5R)-5-(3-Benzenesulfinyl-propyl)-3-benzyloxy-2-methyl-tetrahydro-furan

There total 12 articles about (2R,3S,5R)-5-(3-Benzenesulfinyl-propyl)-3-benzyloxy-2-methyl-tetrahydro-furan 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: 92.0%

: 79698-70-7
(2R,3S,5R)-3-Benzyloxy-2-methyl-5-(3-phenylsulfanyl-propyl)-tetrahydro-furan

: 79712-10-0
(2R,3S,5R)-5-(3-Benzenesulfinyl-propyl)-3-benzyloxy-2-methyl-tetrahydro-furan

Guidance literature:: With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at -40 - 25 ℃;
DOI:10.1021/ja00410a056

Reference yield:

: 79698-64-9
(2R,3S,5S)-5-Dimethoxymethyl-2-methyl-tetrahydro-furan-3-ol

: 79712-10-0
(2R,3S,5R)-5-(3-Benzenesulfinyl-propyl)-3-benzyloxy-2-methyl-tetrahydro-furan

Guidance literature:: Multi-step reaction with 7 steps

1: 83 percent / NaH / tetrahydrofuran

2: aq. AcOH / tetrahydrofuran

3: 92 percent / tetrahydrofuran / 0.5 h

4: H₂ / Pd/C / ethyl acetate

5: LiAlH₄ / tetrahydrofuran

6: Bu₃P / CH₂Cl₂ / 2 h / 25 °C

7: 92 percent / MCPBA / CH₂Cl₂ / -40 - 25 °C

With lithium aluminium tetrahydride; tributylphosphine; hydrogen; sodium hydride; acetic acid; 3-chloro-benzenecarboperoxoic acid; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; ethyl acetate;
DOI:10.1021/ja00410a056

Reference yield:

: 79698-63-8
(2R,3S,5R,6S)-5-Amino-6-methoxy-2-methyl-tetrahydro-pyran-3-ol

: 79712-10-0
(2R,3S,5R)-5-(3-Benzenesulfinyl-propyl)-3-benzyloxy-2-methyl-tetrahydro-furan

Guidance literature:: Multi-step reaction with 8 steps

1: 1.) N₂O₃, 2.) HCl / 1.) H₂O, 2.) reflux, 30 min

2: 83 percent / NaH / tetrahydrofuran

3: aq. AcOH / tetrahydrofuran

4: 92 percent / tetrahydrofuran / 0.5 h

5: H₂ / Pd/C / ethyl acetate

6: LiAlH₄ / tetrahydrofuran

7: Bu₃P / CH₂Cl₂ / 2 h / 25 °C

8: 92 percent / MCPBA / CH₂Cl₂ / -40 - 25 °C

With hydrogenchloride; lithium aluminium tetrahydride; dinitrogen trioxide; tributylphosphine; hydrogen; sodium hydride; acetic acid; 3-chloro-benzenecarboperoxoic acid; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; ethyl acetate;
DOI:10.1021/ja00410a056