(S)-3-Ethyl-6-(4-methoxy-benzyloxy)-3-trityloxymethyl-hexan-1-ol

Base Information

Chemical Name:(S)-3-Ethyl-6-(4-methoxy-benzyloxy)-3-trityloxymethyl-hexan-1-ol
CAS No.:182282-08-2
Molecular Formula:C₃₆H₄₂O₄
Molecular Weight:538.727
Hs Code.:

Synonyms:(S)-3-Ethyl-6-(4-methoxy-benzyloxy)-3-trityloxymethyl-hexan-1-ol

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Chemical Property of (S)-3-Ethyl-6-(4-methoxy-benzyloxy)-3-trityloxymethyl-hexan-1-ol

Chemical Property:

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Technology Process of (S)-3-Ethyl-6-(4-methoxy-benzyloxy)-3-trityloxymethyl-hexan-1-ol

There total 21 articles about (S)-3-Ethyl-6-(4-methoxy-benzyloxy)-3-trityloxymethyl-hexan-1-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:

: 182282-00-4
(R)-1-((2S,3S)-3-Ethyl-3-hydroxymethyl-oxiranyl)-ethanol

: 182282-08-2
(S)-3-Ethyl-6-(4-methoxy-benzyloxy)-3-trityloxymethyl-hexan-1-ol

Guidance literature:: Multi-step reaction with 12 steps

1: 1.) (COCl)2, DMSO, 2.) Et₃N / 1.) CH₂Cl₂, -78 deg C, 15 min, 2.) CH₂Cl₂, -78 deg C 5 min and 1 h, room t.

2: CH₂Cl₂ / 12 h / Ambient temperature

3: BF₃*Et₂O / CH₂Cl₂ / 1.5 h / -20 °C

4: DIBAL-H / CH₂Cl₂ / 0.25 h / -20 °C

5: 99.6 percent / CSA / dimethylformamide / 0.25 h / 90 °C

6: 40 percent / H₂ / 10percent Pd/C

7: 1.) NaH / 1.) DMF, 0 deg C, 30 min, 2.) DMF, 0 deg C and room t., 1 h

8: 1N HCl / methanol / 1 h / Ambient temperature

9: 83.3 percent / pyridine / 1 h / 90 °C

10: 98.3 percent / pyridine / 1.5 h / Ambient temperature

11: 93.2 percent / DBU / toluene / 30 h / Heating

12: 1.) BF₃*THF, 2.) NaOH, 30percent H₂O₂ / 1.) THF, room t., 19 h, 2.) THF, water, 2 h, room t.

With pyridine; hydrogenchloride; sodium hydroxide; oxalyl dichloride; boron trifluoride-tetrahydrofuran complex; camphor-10-sulfonic acid; boron trifluoride diethyl etherate; hydrogen; dihydrogen peroxide; sodium hydride; diisobutylaluminium hydride; dimethyl sulfoxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; palladium on activated charcoal; In methanol; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.3987/COM-96-7506

Reference yield:

: (2R,3R)-3-Acetyl-2-ethyl-oxirane-2-carbaldehyde

: 182282-08-2
(S)-3-Ethyl-6-(4-methoxy-benzyloxy)-3-trityloxymethyl-hexan-1-ol

Guidance literature:: Multi-step reaction with 11 steps

1: CH₂Cl₂ / 12 h / Ambient temperature

2: BF₃*Et₂O / CH₂Cl₂ / 1.5 h / -20 °C

3: DIBAL-H / CH₂Cl₂ / 0.25 h / -20 °C

4: 99.6 percent / CSA / dimethylformamide / 0.25 h / 90 °C

5: 40 percent / H₂ / 10percent Pd/C

6: 1.) NaH / 1.) DMF, 0 deg C, 30 min, 2.) DMF, 0 deg C and room t., 1 h

7: 1N HCl / methanol / 1 h / Ambient temperature

8: 83.3 percent / pyridine / 1 h / 90 °C

9: 98.3 percent / pyridine / 1.5 h / Ambient temperature

10: 93.2 percent / DBU / toluene / 30 h / Heating

11: 1.) BF₃*THF, 2.) NaOH, 30percent H₂O₂ / 1.) THF, room t., 19 h, 2.) THF, water, 2 h, room t.

With pyridine; hydrogenchloride; sodium hydroxide; boron trifluoride-tetrahydrofuran complex; camphor-10-sulfonic acid; boron trifluoride diethyl etherate; hydrogen; dihydrogen peroxide; sodium hydride; diisobutylaluminium hydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; palladium on activated charcoal; In methanol; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.3987/COM-96-7506

Reference yield:

: 182281-94-3
(S,E)-2-((2,2-dimethyl-1,3-dioxolan-4-yl)methylene)butan-1-ol

: 182282-08-2
(S)-3-Ethyl-6-(4-methoxy-benzyloxy)-3-trityloxymethyl-hexan-1-ol

Guidance literature:: Multi-step reaction with 18 steps

1: 1.) NaH / 1.) DMF, 0 deg C, 30 min, 2.) DMF, room t., 1 h

2: 97.7 percent / 80percent AcOH / 2 h / 80 °C

3: 68.3 percent / pyridine / 12 h / Ambient temperature

4: 97 percent / LAH / tetrahydrofuran; CH₂Cl₂ / 1 h / Ambient temperature

5: 93.8 percent / m-CPBA / CH₂Cl₂ / 1 h / 0 °C

6: 99 percent / H₂ / 10percent Pd/C / ethyl acetate; methanol; H₂O; acetic acid / 1 h / Ambient temperature

7: 1.) (COCl)2, DMSO, 2.) Et₃N / 1.) CH₂Cl₂, -78 deg C, 15 min, 2.) CH₂Cl₂, -78 deg C 5 min and 1 h, room t.

8: CH₂Cl₂ / 12 h / Ambient temperature

9: BF₃*Et₂O / CH₂Cl₂ / 1.5 h / -20 °C

10: DIBAL-H / CH₂Cl₂ / 0.25 h / -20 °C

11: 99.6 percent / CSA / dimethylformamide / 0.25 h / 90 °C

12: 40 percent / H₂ / 10percent Pd/C

13: 1.) NaH / 1.) DMF, 0 deg C, 30 min, 2.) DMF, 0 deg C and room t., 1 h

14: 1N HCl / methanol / 1 h / Ambient temperature

15: 83.3 percent / pyridine / 1 h / 90 °C

16: 98.3 percent / pyridine / 1.5 h / Ambient temperature

17: 93.2 percent / DBU / toluene / 30 h / Heating

18: 1.) BF₃*THF, 2.) NaOH, 30percent H₂O₂ / 1.) THF, room t., 19 h, 2.) THF, water, 2 h, room t.

With pyridine; hydrogenchloride; sodium hydroxide; lithium aluminium tetrahydride; oxalyl dichloride; boron trifluoride-tetrahydrofuran complex; camphor-10-sulfonic acid; boron trifluoride diethyl etherate; hydrogen; dihydrogen peroxide; sodium hydride; diisobutylaluminium hydride; acetic acid; dimethyl sulfoxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; 3-chloro-benzenecarboperoxoic acid; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; water; acetic acid; ethyl acetate; N,N-dimethyl-formamide; toluene;
DOI:10.3987/COM-96-7506