C₃₈H₃₉N₃O₁₆

Base Information

Chemical Name:C₃₈H₃₉N₃O₁₆
CAS No.:588694-18-2
Molecular Formula:C₃₈H₃₉N₃O₁₆
Molecular Weight:793.738
Hs Code.:

C<sub>38</sub>H<sub>39</sub>N<sub>3</sub>O<sub>16</sub>

Synonyms:C₃₈H₃₉N₃O₁₆

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Chemical Property of C₃₈H₃₉N₃O₁₆

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Technology Process of C₃₈H₃₉N₃O₁₆

There total 40 articles about C₃₈H₃₉N₃O₁₆ 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

: 588694-18-2
C₃₈H₃₉N₃O₁₆

Guidance literature:: Multi-step reaction with 32 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

25.1: 75 percent / aq. TFA / methanol; H₂O / 26.4 h / 20 °C

26.1: CAN / acetonitrile; H₂O / 2 h / 85 °C

27.1: 38.5 mg / Et₃N; HgCl₂ / dimethylformamide / 2 h / 20 °C

28.1: NaIO₄ / methanol; H₂O / 0.5 h / 20 °C

29.1: 22.9 mg / TFA / methanol / 1.5 h / 20 °C

30.1: aq. HCl / tetrahydrofuran / 24 h / 20 °C

31.1: HCl; dioxane / 24 h

32.1: 11.2 mg / Et₃N / pyridine / 12 h / 40 °C

With pyridine; hydrogenchloride; methanol; dmap; lithium hydroxide; sodium chlorite; sodium tetrahydroborate; sodium periodate; disodium hydrogenphosphate; sodium dihydrogenphosphate; osmium(VIII) oxide; lithium borohydride; N-methyl-2-indolinone; 2-methyl-but-2-ene; ammonium cerium(IV) nitrate; 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; mercury dichloride; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; palladium dihydroxide; In tetrahydrofuran; 1,4-dioxane; pyridine; hydrogenchloride; methanol; dichloromethane; water; dimethyl sulfoxide; 1,2-dichloro-ethane; N,N-dimethyl-formamide; 1,2-dichloro-benzene; acetone; acetonitrile; 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

: 588694-18-2
C₃₈H₃₉N₃O₁₆

Guidance literature:: Multi-step reaction with 33 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

26.1: 75 percent / aq. TFA / methanol; H₂O / 26.4 h / 20 °C

27.1: CAN / acetonitrile; H₂O / 2 h / 85 °C

28.1: 38.5 mg / Et₃N; HgCl₂ / dimethylformamide / 2 h / 20 °C

29.1: NaIO₄ / methanol; H₂O / 0.5 h / 20 °C

30.1: 22.9 mg / TFA / methanol / 1.5 h / 20 °C

31.1: aq. HCl / tetrahydrofuran / 24 h / 20 °C

32.1: HCl; dioxane / 24 h

33.1: 11.2 mg / Et₃N / pyridine / 12 h / 40 °C

With pyridine; hydrogenchloride; methanol; dmap; lithium hydroxide; sodium chlorite; sodium tetrahydroborate; sodium periodate; disodium hydrogenphosphate; sodium dihydrogenphosphate; N-chloro-succinimide; osmium(VIII) oxide; lithium borohydride; N-methyl-2-indolinone; 2-methyl-but-2-ene; ammonium cerium(IV) nitrate; 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; mercury dichloride; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; 2,2,6,6-tetramethyl-piperidine-N-oxyl; palladium dihydroxide; In tetrahydrofuran; 1,4-dioxane; pyridine; hydrogenchloride; methanol; dichloromethane; water; sodium hydrogencarbonate; dimethyl sulfoxide; 1,2-dichloro-ethane; N,N-dimethyl-formamide; 1,2-dichloro-benzene; acetone; acetonitrile; 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

: 588694-18-2
C₃₈H₃₉N₃O₁₆

Guidance literature:: Multi-step reaction with 30 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

23.1: 75 percent / aq. TFA / methanol; H₂O / 26.4 h / 20 °C

24.1: CAN / acetonitrile; H₂O / 2 h / 85 °C

25.1: 38.5 mg / Et₃N; HgCl₂ / dimethylformamide / 2 h / 20 °C

26.1: NaIO₄ / methanol; H₂O / 0.5 h / 20 °C

27.1: 22.9 mg / TFA / methanol / 1.5 h / 20 °C

28.1: aq. HCl / tetrahydrofuran / 24 h / 20 °C

29.1: HCl; dioxane / 24 h

30.1: 11.2 mg / Et₃N / pyridine / 12 h / 40 °C

With pyridine; hydrogenchloride; methanol; dmap; lithium hydroxide; sodium tetrahydroborate; sodium periodate; disodium hydrogenphosphate; osmium(VIII) oxide; lithium borohydride; N-methyl-2-indolinone; ammonium cerium(IV) nitrate; 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; mercury dichloride; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; palladium dihydroxide; In tetrahydrofuran; 1,4-dioxane; pyridine; hydrogenchloride; methanol; dichloromethane; water; dimethyl sulfoxide; 1,2-dichloro-ethane; N,N-dimethyl-formamide; 1,2-dichloro-benzene; acetone; acetonitrile; 10.1: Albright-Goldman reaction;
DOI:10.1021/ja0342998