C₃₉H₄₅NO₁₆

Base Information Edit

Chemical Name:C₃₉H₄₅NO₁₆
CAS No.:588694-10-4
Molecular Formula:C₃₉H₄₅NO₁₆
Molecular Weight:783.783
Hs Code.:
Mol file:588694-10-4.mol

C<sub>39</sub>H<sub>45</sub>NO<sub>16</sub>

Synonyms:C₃₉H₄₅NO₁₆

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Chemical Property of C₃₉H₄₅NO₁₆ Edit

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Technology Process of C₃₉H₄₅NO₁₆

There total 32 articles about C₃₉H₄₅NO₁₆ 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:

: 588693-73-6
[(2R,5S,6R)-2-Benzyloxymethoxy-4-(tert-butyl-diphenyl-silanyloxymethyl)-6-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-5-hydroxy-cyclohex-3-en-(E)-ylidene]-acetaldehyde

: 588694-10-4
C₃₉H₄₅NO₁₆

Guidance literature:: Multi-step reaction with 24 steps

1.1: 2-methyl-2-butene; aq. NaH₂PO₄; NaClO₂ / 2-methyl-propan-2-ol / 1 h / 20 °C

2.1: 1.60 g / benzene; methanol / 1 h / 20 °C

3.1: CH₂Cl₂ / 0.25 h / 0 °C

4.1: 1.68 g / K₂CO₃ / methanol / 10 h / 0 °C

5.1: 90 percent / t-BuOK / tetrahydrofuran / 0.5 h / -78 - -15 °C

6.1: LiBH₄ / tetrahydrofuran / 3 h / 20 °C

7.1: pyridine / 10 h / 50 °C

8.1: 2.15 g / Et₃N; DMAP / tetrahydrofuran / 48 h / 20 °C

9.1: 85 percent / aq. LiOH / methanol; 1,2-dichloro-ethane / 24 h / 40 °C

10.1: 98 percent / Na₂HPO₄; m-CPBA / 1,2-dichloro-ethane / 12 h / 20 °C

11.1: 95 percent / Et₃N / CH₂Cl₂ / 0.67 h / -42 °C

12.1: Ac₂O; DMSO / 2 h / 20 °C

13.1: 1.04 g / NaBH₄ / methanol / 0.25 h / 0 °C

14.1: 100 percent / DMAP / pyridine / 1.5 h / 20 °C

15.1: 89 percent / TFA / methanol / 3 h / 20 °C

16.1: 100 percent / o-iodoxybenzoic acid / dimethylsulfoxide / 3 h / 20 °C

17.1: DBU / 1,2-dichloro-benzene / 0.33 h / 130 °C

18.1: NMO; OsO₄ / acetone; H₂O / 3 h / 20 °C

19.1: 141 mg / o-iodoxybenzoic acid / dimethylsulfoxide / 0.42 h / 55 °C

20.1: NaBH₄ / methanol / 0.25 h / -78 °C

21.1: Et₃N; MeOH / 28.8 h / 15 °C

22.1: pyridine; Et₃N / CH₂Cl₂ / 0.5 h / 0 °C

22.2: pyridine; DMAP / CH₂Cl₂ / 2 h / 20 °C

23.1: Pd(OH)2/C / methanol / 12 h / 20 °C

24.1: 96 mg / DMAP / pyridine / 2 h / 20 °C

With pyridine; methanol; dmap; lithium hydroxide; sodium chlorite; sodium tetrahydroborate; disodium hydrogenphosphate; sodium dihydrogenphosphate; osmium(VIII) oxide; lithium borohydride; N-methyl-2-indolinone; 2-methyl-but-2-ene; potassium tert-butylate; acetic anhydride; potassium carbonate; dimethyl sulfoxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; 3-chloro-benzenecarboperoxoic acid; trifluoroacetic acid; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; palladium dihydroxide; In tetrahydrofuran; pyridine; methanol; dichloromethane; water; dimethyl sulfoxide; 1,2-dichloro-ethane; 1,2-dichloro-benzene; acetone; tert-butyl alcohol; benzene; 12.1: Albright-Goldman reaction;
DOI:10.1021/ja0342998

Reference yield:

: 588693-71-4
(1S,4R,6R)-4-Benzyloxymethoxy-2-(tert-butyl-diphenyl-silanyloxymethyl)-6-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-5-[2-hydroxy-eth-(E)-ylidene]-cyclohex-2-enol

: 588694-10-4
C₃₉H₄₅NO₁₆

Guidance literature:: Multi-step reaction with 25 steps

1.1: 94 percent / K₂CO₃; Bu₄NCl; NCS / TEMPO / CH₂Cl₂; aq. NaHCO₃ / 0.5 h / 20 °C

2.1: 2-methyl-2-butene; aq. NaH₂PO₄; NaClO₂ / 2-methyl-propan-2-ol / 1 h / 20 °C

3.1: 1.60 g / benzene; methanol / 1 h / 20 °C

4.1: CH₂Cl₂ / 0.25 h / 0 °C

5.1: 1.68 g / K₂CO₃ / methanol / 10 h / 0 °C

6.1: 90 percent / t-BuOK / tetrahydrofuran / 0.5 h / -78 - -15 °C

7.1: LiBH₄ / tetrahydrofuran / 3 h / 20 °C

8.1: pyridine / 10 h / 50 °C

9.1: 2.15 g / Et₃N; DMAP / tetrahydrofuran / 48 h / 20 °C

10.1: 85 percent / aq. LiOH / methanol; 1,2-dichloro-ethane / 24 h / 40 °C

11.1: 98 percent / Na₂HPO₄; m-CPBA / 1,2-dichloro-ethane / 12 h / 20 °C

12.1: 95 percent / Et₃N / CH₂Cl₂ / 0.67 h / -42 °C

13.1: Ac₂O; DMSO / 2 h / 20 °C

14.1: 1.04 g / NaBH₄ / methanol / 0.25 h / 0 °C

15.1: 100 percent / DMAP / pyridine / 1.5 h / 20 °C

16.1: 89 percent / TFA / methanol / 3 h / 20 °C

17.1: 100 percent / o-iodoxybenzoic acid / dimethylsulfoxide / 3 h / 20 °C

18.1: DBU / 1,2-dichloro-benzene / 0.33 h / 130 °C

19.1: NMO; OsO₄ / acetone; H₂O / 3 h / 20 °C

20.1: 141 mg / o-iodoxybenzoic acid / dimethylsulfoxide / 0.42 h / 55 °C

21.1: NaBH₄ / methanol / 0.25 h / -78 °C

22.1: Et₃N; MeOH / 28.8 h / 15 °C

23.1: pyridine; Et₃N / CH₂Cl₂ / 0.5 h / 0 °C

23.2: pyridine; DMAP / CH₂Cl₂ / 2 h / 20 °C

24.1: Pd(OH)2/C / methanol / 12 h / 20 °C

25.1: 96 mg / DMAP / pyridine / 2 h / 20 °C

With pyridine; methanol; dmap; lithium hydroxide; sodium chlorite; sodium tetrahydroborate; disodium hydrogenphosphate; sodium dihydrogenphosphate; N-chloro-succinimide; osmium(VIII) oxide; lithium borohydride; N-methyl-2-indolinone; 2-methyl-but-2-ene; potassium tert-butylate; tetrabutyl-ammonium chloride; acetic anhydride; potassium carbonate; dimethyl sulfoxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; 3-chloro-benzenecarboperoxoic acid; trifluoroacetic acid; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; 2,2,6,6-tetramethyl-piperidine-N-oxyl; palladium dihydroxide; In tetrahydrofuran; pyridine; methanol; dichloromethane; water; sodium hydrogencarbonate; dimethyl sulfoxide; 1,2-dichloro-ethane; 1,2-dichloro-benzene; acetone; tert-butyl alcohol; benzene; 13.1: Albright-Goldman reaction;
DOI:10.1021/ja0342998

Reference yield:

: 588693-75-8
[(2R,5S,6R)-2-Benzyloxymethoxy-4-(tert-butyl-diphenyl-silanyloxymethyl)-6-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-5-hydroxy-cyclohex-3-en-(E)-ylidene]-acetic acid methyl ester

: 588694-10-4
C₃₉H₄₅NO₁₆

Guidance literature:: Multi-step reaction with 22 steps

1.1: CH₂Cl₂ / 0.25 h / 0 °C

2.1: 1.68 g / K₂CO₃ / methanol / 10 h / 0 °C

3.1: 90 percent / t-BuOK / tetrahydrofuran / 0.5 h / -78 - -15 °C

4.1: LiBH₄ / tetrahydrofuran / 3 h / 20 °C

5.1: pyridine / 10 h / 50 °C

6.1: 2.15 g / Et₃N; DMAP / tetrahydrofuran / 48 h / 20 °C

7.1: 85 percent / aq. LiOH / methanol; 1,2-dichloro-ethane / 24 h / 40 °C

8.1: 98 percent / Na₂HPO₄; m-CPBA / 1,2-dichloro-ethane / 12 h / 20 °C

9.1: 95 percent / Et₃N / CH₂Cl₂ / 0.67 h / -42 °C

10.1: Ac₂O; DMSO / 2 h / 20 °C

11.1: 1.04 g / NaBH₄ / methanol / 0.25 h / 0 °C

12.1: 100 percent / DMAP / pyridine / 1.5 h / 20 °C

13.1: 89 percent / TFA / methanol / 3 h / 20 °C

14.1: 100 percent / o-iodoxybenzoic acid / dimethylsulfoxide / 3 h / 20 °C

15.1: DBU / 1,2-dichloro-benzene / 0.33 h / 130 °C

16.1: NMO; OsO₄ / acetone; H₂O / 3 h / 20 °C

17.1: 141 mg / o-iodoxybenzoic acid / dimethylsulfoxide / 0.42 h / 55 °C

18.1: NaBH₄ / methanol / 0.25 h / -78 °C

19.1: Et₃N; MeOH / 28.8 h / 15 °C

20.1: pyridine; Et₃N / CH₂Cl₂ / 0.5 h / 0 °C

20.2: pyridine; DMAP / CH₂Cl₂ / 2 h / 20 °C

21.1: Pd(OH)2/C / methanol / 12 h / 20 °C

22.1: 96 mg / DMAP / pyridine / 2 h / 20 °C

With pyridine; methanol; dmap; lithium hydroxide; sodium tetrahydroborate; disodium hydrogenphosphate; osmium(VIII) oxide; lithium borohydride; N-methyl-2-indolinone; potassium tert-butylate; acetic anhydride; potassium carbonate; dimethyl sulfoxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; 3-chloro-benzenecarboperoxoic acid; trifluoroacetic acid; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; palladium dihydroxide; In tetrahydrofuran; pyridine; methanol; dichloromethane; water; dimethyl sulfoxide; 1,2-dichloro-ethane; 1,2-dichloro-benzene; acetone; 10.1: Albright-Goldman reaction;
DOI:10.1021/ja0342998