(R)-4-Benzenesulfinyl-6-((2R,4S,5R)-4-benzyloxy-5-methyl-tetrahydro-furan-2-yl)-2-((2S,5R,6R)-6-tert-butoxy-5-methyl-tetrahydro-pyran-2-yl)-2-methyl-hexan-3-ol

Base Information

Chemical Name:(R)-4-Benzenesulfinyl-6-((2R,4S,5R)-4-benzyloxy-5-methyl-tetrahydro-furan-2-yl)-2-((2S,5R,6R)-6-tert-butoxy-5-methyl-tetrahydro-pyran-2-yl)-2-methyl-hexan-3-ol
CAS No.:79698-78-5
Molecular Formula:C₃₅H₅₂O₆S
Molecular Weight:600.86
Hs Code.:

(R)-4-Benzenesulfinyl-6-((2R,4S,5R)-4-benzyloxy-5-methyl-tetrahydro-furan-2-yl)-2-((2S,5R,6R)-6-tert-butoxy-5-methyl-tetrahydro-pyran-2-yl)-2-methyl-hexan-3-ol

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Chemical Property of (R)-4-Benzenesulfinyl-6-((2R,4S,5R)-4-benzyloxy-5-methyl-tetrahydro-furan-2-yl)-2-((2S,5R,6R)-6-tert-butoxy-5-methyl-tetrahydro-pyran-2-yl)-2-methyl-hexan-3-ol

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Technology Process of (R)-4-Benzenesulfinyl-6-((2R,4S,5R)-4-benzyloxy-5-methyl-tetrahydro-furan-2-yl)-2-((2S,5R,6R)-6-tert-butoxy-5-methyl-tetrahydro-pyran-2-yl)-2-methyl-hexan-3-ol

There total 40 articles about (R)-4-Benzenesulfinyl-6-((2R,4S,5R)-4-benzyloxy-5-methyl-tetrahydro-furan-2-yl)-2-((2S,5R,6R)-6-tert-butoxy-5-methyl-tetrahydro-pyran-2-yl)-2-methyl-hexan-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:

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

: 79698-78-5,79733-55-4
(S)-4-Benzenesulfinyl-6-((2R,4S,5R)-4-benzyloxy-5-methyl-tetrahydro-furan-2-yl)-2-((2S,5R,6R)-6-tert-butoxy-5-methyl-tetrahydro-pyran-2-yl)-2-methyl-hexan-3-ol

Guidance literature:: Multi-step reaction with 8 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

8: LDA / tetrahydrofuran; hexamethylphosphoric acid triamide / 1 h / -78 °C

With lithium aluminium tetrahydride; tributylphosphine; hydrogen; sodium hydride; acetic acid; 3-chloro-benzenecarboperoxoic acid; lithium diisopropyl amide; palladium on activated charcoal; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; 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

: 79698-78-5,79733-55-4
(S)-4-Benzenesulfinyl-6-((2R,4S,5R)-4-benzyloxy-5-methyl-tetrahydro-furan-2-yl)-2-((2S,5R,6R)-6-tert-butoxy-5-methyl-tetrahydro-pyran-2-yl)-2-methyl-hexan-3-ol

Guidance literature:: Multi-step reaction with 9 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

9: LDA / tetrahydrofuran; hexamethylphosphoric acid triamide / 1 h / -78 °C

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

Reference yield:

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

: 79698-78-5,79733-55-4
(R)-4-Benzenesulfinyl-6-((2R,4S,5R)-4-benzyloxy-5-methyl-tetrahydro-furan-2-yl)-2-((2S,5R,6R)-6-tert-butoxy-5-methyl-tetrahydro-pyran-2-yl)-2-methyl-hexan-3-ol

Guidance literature:: Multi-step reaction with 8 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

8: LDA / tetrahydrofuran; hexamethylphosphoric acid triamide / 1 h / -78 °C

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