Benzoic acid, 3-[(2S,3S)-2-(acetyloxy)-3-(formylamino)-3-(methoxymethyl)-6,7-dimeth yl-6-octenyl]-4-bromo-, methyl ester

Base Information

Chemical Name:Benzoic acid, 3-[(2S,3S)-2-(acetyloxy)-3-(formylamino)-3-(methoxymethyl)-6,7-dimeth yl-6-octenyl]-4-bromo-, methyl ester
CAS No.:840524-86-9
Molecular Formula:C23H32BrNO6
Molecular Weight:498.414
Hs Code.:

Synonyms:

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Chemical Property of Benzoic acid, 3-[(2S,3S)-2-(acetyloxy)-3-(formylamino)-3-(methoxymethyl)-6,7-dimeth yl-6-octenyl]-4-bromo-, methyl ester

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Technology Process of Benzoic acid, 3-[(2S,3S)-2-(acetyloxy)-3-(formylamino)-3-(methoxymethyl)-6,7-dimeth yl-6-octenyl]-4-bromo-, methyl ester

There total 14 articles about Benzoic acid, 3-[(2S,3S)-2-(acetyloxy)-3-(formylamino)-3-(methoxymethyl)-6,7-dimeth yl-6-octenyl]-4-bromo-, methyl ester 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:

: 3-((2S,3S)-2-Acetoxy-3-isocyanato-3-methoxymethyl-6,7-dimethyl-oct-6-enyl)-4-bromo-benzoic acid methyl ester

: 840524-86-9
3-[(2S,3S)-2-acetoxy-3-formylamino-3-methoxymethyl-6,7-dimethyloct-6-enyl]-4-bromobenzoic acid methyl ester

Guidance literature:: With sodium tetrahydroborate; In tetrahydrofuran; at 20 ℃; for 12.5h;
DOI:10.1002/anie.200461327

Reference yield:

: 216320-01-3
5-iodo-2,3-dimethyl-2-pentene

: 840524-86-9
3-[(2S,3S)-2-acetoxy-3-formylamino-3-methoxymethyl-6,7-dimethyloct-6-enyl]-4-bromobenzoic acid methyl ester

Guidance literature:: Multi-step reaction with 13 steps

1: NaH / dimethylformamide / 72 h

2: 3.92 g / NaH / tetrahydrofuran / 1 h

3: porcine liver esterase; aq. phosphate buffer / dimethylsulfoxide / 168 h / 20 °C / pH 8.0

4: cyanuric fluoride; pyridine / CH₂Cl₂ / 1 h / 0 °C

5: 78 percent / hexamethyldisilazane; n-BuLi / diethyl ether / 0 - 20 °C

6: 86 percent / aq. NaCl / dimethylsulfoxide / 6 h / 130 °C

7: 46 percent / NaBH₄ / methanol / 2.5 h / 0 °C

8: 100 percent / aq. KOH / methanol / 20 h / 20 °C

9: NaH; n-PrSH; HMPA / 4.75 h / 20 °C

10: 11.7 mg / SOCl₂ / -10 - 65 °C

11: 94 percent / pyridine; DMAP / 48 h / 20 °C

12: diphenylphosphoryl azide; DMAP; Et₃N / toluene / 2.25 h / Heating

13: NaBH₄ / tetrahydrofuran / 12.5 h / 20 °C

With pyridine; N,N,N,N,N,N-hexamethylphosphoric triamide; porcine liver esterase; dmap; potassium hydroxide; sodium tetrahydroborate; n-butyllithium; thionyl chloride; trifluoro-[1,3,5]triazine; phosphate buffer; 1-thiopropane; diphenylphosphoranyl azide; sodium hydride; triethylamine; 1,1,1,3,3,3-hexamethyl-disilazane; sodium chloride; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene; 6: Krapcho decarboxylation / 12: Curtius rearrangement;
DOI:10.1002/anie.200461327

Reference yield:

: 2-(3,4-dimethyl-pent-3-enyl)-malonic acid dimethyl ester

: 840524-86-9
3-[(2S,3S)-2-acetoxy-3-formylamino-3-methoxymethyl-6,7-dimethyloct-6-enyl]-4-bromobenzoic acid methyl ester

Guidance literature:: Multi-step reaction with 12 steps

1: 3.92 g / NaH / tetrahydrofuran / 1 h

2: porcine liver esterase; aq. phosphate buffer / dimethylsulfoxide / 168 h / 20 °C / pH 8.0

3: cyanuric fluoride; pyridine / CH₂Cl₂ / 1 h / 0 °C

4: 78 percent / hexamethyldisilazane; n-BuLi / diethyl ether / 0 - 20 °C

5: 86 percent / aq. NaCl / dimethylsulfoxide / 6 h / 130 °C

6: 46 percent / NaBH₄ / methanol / 2.5 h / 0 °C

7: 100 percent / aq. KOH / methanol / 20 h / 20 °C

8: NaH; n-PrSH; HMPA / 4.75 h / 20 °C

9: 11.7 mg / SOCl₂ / -10 - 65 °C

10: 94 percent / pyridine; DMAP / 48 h / 20 °C

11: diphenylphosphoryl azide; DMAP; Et₃N / toluene / 2.25 h / Heating

12: NaBH₄ / tetrahydrofuran / 12.5 h / 20 °C

With pyridine; N,N,N,N,N,N-hexamethylphosphoric triamide; porcine liver esterase; dmap; potassium hydroxide; sodium tetrahydroborate; n-butyllithium; thionyl chloride; trifluoro-[1,3,5]triazine; phosphate buffer; 1-thiopropane; diphenylphosphoranyl azide; sodium hydride; triethylamine; 1,1,1,3,3,3-hexamethyl-disilazane; sodium chloride; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; dimethyl sulfoxide; toluene; 5: Krapcho decarboxylation / 11: Curtius rearrangement;
DOI:10.1002/anie.200461327