(1R,2S,3R,4R,6R)-4-Benzyloxymethyl-3-((S)-4-hydroxy-1-methyl-butyl)-2-methoxy-bicyclo[4.2.0]octan-7-one

Base Information

Chemical Name:(1R,2S,3R,4R,6R)-4-Benzyloxymethyl-3-((S)-4-hydroxy-1-methyl-butyl)-2-methoxy-bicyclo[4.2.0]octan-7-one
CAS No.:116217-17-5
Molecular Formula:C₂₂H₃₂O₄
Molecular Weight:360.494
Hs Code.:

Synonyms:

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Chemical Property of (1R,2S,3R,4R,6R)-4-Benzyloxymethyl-3-((S)-4-hydroxy-1-methyl-butyl)-2-methoxy-bicyclo[4.2.0]octan-7-one

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Technology Process of (1R,2S,3R,4R,6R)-4-Benzyloxymethyl-3-((S)-4-hydroxy-1-methyl-butyl)-2-methoxy-bicyclo[4.2.0]octan-7-one

There total 21 articles about (1R,2S,3R,4R,6R)-4-Benzyloxymethyl-3-((S)-4-hydroxy-1-methyl-butyl)-2-methoxy-bicyclo[4.2.0]octan-7-one 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:

: 122131-35-5
C₂₄H₃₆O₅

: 116217-17-5
(1R,2S,3R,4R,6R)-4-Benzyloxymethyl-3-((S)-4-hydroxy-1-methyl-butyl)-2-methoxy-bicyclo[4.2.0]octan-7-one

Guidance literature:: With toluene-4-sulfonic acid; In water; acetone; Yield given;
DOI:10.1016/S0040-4039(00)82126-7

Reference yield:

: 100-39-0
benzyl bromide

: 116217-17-5
(1R,2S,3R,4R,6R)-4-Benzyloxymethyl-3-((S)-4-hydroxy-1-methyl-butyl)-2-methoxy-bicyclo[4.2.0]octan-7-one

Guidance literature:: Multi-step reaction with 17 steps

2: 92 percent / LDA / tetrahydrofuran / 0.04 h / -78 °C

3: 75 percent / 1) LDA, 2) CF₃COOH / tetrahydrofuran / -78 °C

4: 83 percent / LiAlH₄ / tetrahydrofuran / -30 °C

5: 95 percent / pyridine

6: 92 percent / NaH / tetrahydrofuran

7: 1) Zn-Cu, 2) Zn, NH₄Cl / 1) ether, room temperature, 5.5 h; 2) MeOH, 0 deg C

8: 74 percent / methanol / Ambient temperature

9: NaBH₄ / methanol

10: 1) MsCl, pyridine; 2) t-BuOK / 2) DMSO

11: 89 percent / HgCl₂ / acetonitrile; H₂O / 40 °C

12: TsOH

13: PCC, MS-3A

14: CH₂Cl₂

15: NaBH₄, NiCl₂*6H₂O / methanol

16: 97 percent / LiAlH₄ / diethyl ether

17: TsOH / H₂O; acetone

With pyridine; sodium tetrahydroborate; lithium aluminium tetrahydride; potassium tert-butylate; copper; sodium hydride; ammonium chloride; toluene-4-sulfonic acid; methanesulfonyl chloride; pyridinium chlorochromate; trifluoroacetic acid; mercury dichloride; nickel dichloride; zinc; lithium diisopropyl amide; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; acetone; acetonitrile;
DOI:10.1016/S0040-4039(00)82126-7

Reference yield:

: 116217-06-2
(3aR,4R,7aS)-2-Oxo-2,3,3a,4,5,7a-hexahydro-benzofuran-4-carboxylic acid

: 116217-17-5
(1R,2S,3R,4R,6R)-4-Benzyloxymethyl-3-((S)-4-hydroxy-1-methyl-butyl)-2-methoxy-bicyclo[4.2.0]octan-7-one

Guidance literature:: Multi-step reaction with 17 steps

2: 92 percent / LDA / tetrahydrofuran / 0.04 h / -78 °C

3: 75 percent / 1) LDA, 2) CF₃COOH / tetrahydrofuran / -78 °C

4: 83 percent / LiAlH₄ / tetrahydrofuran / -30 °C

5: 95 percent / pyridine

6: 92 percent / NaH / tetrahydrofuran

7: 1) Zn-Cu, 2) Zn, NH₄Cl / 1) ether, room temperature, 5.5 h; 2) MeOH, 0 deg C

8: 74 percent / methanol / Ambient temperature

9: NaBH₄ / methanol

10: 1) MsCl, pyridine; 2) t-BuOK / 2) DMSO

11: 89 percent / HgCl₂ / acetonitrile; H₂O / 40 °C

12: TsOH

13: PCC, MS-3A

14: CH₂Cl₂

15: NaBH₄, NiCl₂*6H₂O / methanol

16: 97 percent / LiAlH₄ / diethyl ether

17: TsOH / H₂O; acetone

With pyridine; sodium tetrahydroborate; lithium aluminium tetrahydride; potassium tert-butylate; copper; sodium hydride; ammonium chloride; toluene-4-sulfonic acid; methanesulfonyl chloride; pyridinium chlorochromate; trifluoroacetic acid; mercury dichloride; nickel dichloride; zinc; lithium diisopropyl amide; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; acetone; acetonitrile;
DOI:10.1016/S0040-4039(00)82126-7