(1R,2S,3S,4R)-3-Benzenesulfonylmethyl-2-benzyloxymethyl-3,4-dimethyl-cyclohexanecarbaldehyde

Base Information

Chemical Name:(1R,2S,3S,4R)-3-Benzenesulfonylmethyl-2-benzyloxymethyl-3,4-dimethyl-cyclohexanecarbaldehyde
CAS No.:182624-94-8
Molecular Formula:C₂₄H₃₀O₄S
Molecular Weight:414.566
Hs Code.:

Synonyms:(1R,2S,3S,4R)-3-Benzenesulfonylmethyl-2-benzyloxymethyl-3,4-dimethyl-cyclohexanecarbaldehyde

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Chemical Property of (1R,2S,3S,4R)-3-Benzenesulfonylmethyl-2-benzyloxymethyl-3,4-dimethyl-cyclohexanecarbaldehyde

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Technology Process of (1R,2S,3S,4R)-3-Benzenesulfonylmethyl-2-benzyloxymethyl-3,4-dimethyl-cyclohexanecarbaldehyde

There total 22 articles about (1R,2S,3S,4R)-3-Benzenesulfonylmethyl-2-benzyloxymethyl-3,4-dimethyl-cyclohexanecarbaldehyde 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: 86.0%

: 182625-05-4
((1R,2S,3S,4R)-3-Benzenesulfonylmethyl-2-benzyloxymethyl-3,4-dimethyl-cyclohexyl)-methanol

: 182624-94-8
(1R,2S,3S,4R)-3-Benzenesulfonylmethyl-2-benzyloxymethyl-3,4-dimethyl-cyclohexanecarbaldehyde

Guidance literature:: With dipyridinium dichromate; 4 A molecular sieve; In dichloromethane; Ambient temperature;
DOI:10.1016/0040-4039(96)01585-7

Reference yield:

: 182625-02-1
[(1S,2S,3R,6R)-2-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-3-methoxymethoxymethyl-1,6-dimethyl-cyclohexyl]-methanol

: 182624-94-8
(1R,2S,3S,4R)-3-Benzenesulfonylmethyl-2-benzyloxymethyl-3,4-dimethyl-cyclohexanecarbaldehyde

Guidance literature:: Multi-step reaction with 8 steps

1: Bu₃P, N-phenylthiosuccinimide / pyridine / 50 °C

2: OXONE / tetrahydrofuran; methanol; H₂O

3: 80percent AcOH / 50 °C

4: NaIO₄, (NH₄)2SO₄ / methanol; H₂O / 0 °C

5: NaBH₄ / methanol / 0 °C

6: 86 percent / NaH / tetrahydrofuran; dimethylformamide / Ambient temperature

7: 98 percent / 6N HCl / Ambient temperature

8: 86 percent / PDC, 4 Angstroem molecular sieves / CH₂Cl₂ / Ambient temperature

With hydrogenchloride; Oxone; ammonium sulfate; sodium tetrahydroborate; sodium periodate; dipyridinium dichromate; N-(phenylthio)succinimide; tributylphosphine; 4 A molecular sieve; sodium hydride; acetic acid; In tetrahydrofuran; pyridine; methanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1016/0040-4039(96)01585-7

Reference yield:

: 182624-80-2
[(1S,2S,3R,6S)-2-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-6-hydroxymethyl-3-methoxymethoxymethyl-1-methyl-cyclohexyl]-methanol

: 182624-94-8
(1R,2S,3S,4R)-3-Benzenesulfonylmethyl-2-benzyloxymethyl-3,4-dimethyl-cyclohexanecarbaldehyde

Guidance literature:: Multi-step reaction with 16 steps

1: 75 percent / pyridine / 0 °C

2: imidazole / dimethylformamide / Ambient temperature

3: DIBAL-H / toluene / -78 °C

4: PDC, 4 Angstroem molecular sieves / CH₂Cl₂ / Ambient temperature

5: 1.) K₂CO₃; 2.) NaBH₄ / 1.) MeOH, RT; 2.) MeOH, 0 deg C

6: 96 percent / Bu₃P / pyridine / Ambient temperature

7: 84 percent / Li / tetrahydrofuran; liquid ammonia / -34 °C

8: Bu₄NF / tetrahydrofuran / Ambient temperature

9: Bu₃P, N-phenylthiosuccinimide / pyridine / 50 °C

10: OXONE / tetrahydrofuran; methanol; H₂O

11: 80percent AcOH / 50 °C

12: NaIO₄, (NH₄)2SO₄ / methanol; H₂O / 0 °C

13: NaBH₄ / methanol / 0 °C

14: 86 percent / NaH / tetrahydrofuran; dimethylformamide / Ambient temperature

15: 98 percent / 6N HCl / Ambient temperature

16: 86 percent / PDC, 4 Angstroem molecular sieves / CH₂Cl₂ / Ambient temperature

With 1H-imidazole; hydrogenchloride; Oxone; ammonium sulfate; sodium tetrahydroborate; sodium periodate; dipyridinium dichromate; N-(phenylthio)succinimide; tributylphosphine; 4 A molecular sieve; tetrabutyl ammonium fluoride; lithium; sodium hydride; diisobutylaluminium hydride; potassium carbonate; acetic acid; In tetrahydrofuran; pyridine; methanol; dichloromethane; ammonia; water; N,N-dimethyl-formamide; toluene;
DOI:10.1016/0040-4039(96)01585-7