3β-[(tert-butoxycarbonyl)amino]-3-deoxy-1α,25-dihydroxyvitamin D₃

Base Information

Chemical Name:3β-[(tert-butoxycarbonyl)amino]-3-deoxy-1α,25-dihydroxyvitamin D₃
CAS No.:497067-61-5
Molecular Formula:C₃₂H₅₃NO₄
Molecular Weight:515.777
Hs Code.:

3β-[(tert-butoxycarbonyl)amino]-3-deoxy-1α,25-dihydroxyvitamin D<sub>3</sub>

Synonyms:3β-[(tert-butoxycarbonyl)amino]-3-deoxy-1α,25-dihydroxyvitamin D₃

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Chemical Property of 3β-[(tert-butoxycarbonyl)amino]-3-deoxy-1α,25-dihydroxyvitamin D₃

Chemical Property:

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Technology Process of 3β-[(tert-butoxycarbonyl)amino]-3-deoxy-1α,25-dihydroxyvitamin D₃

There total 11 articles about 3β-[(tert-butoxycarbonyl)amino]-3-deoxy-1α,25-dihydroxyvitamin D₃ 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:

: 115540-15-3
(1S,5R)-5-acetoxy-1-ethynyl-3-hydroxy-2-methylcyclohex-1-ene

: 497067-61-5
3β-[(tert-butoxycarbonyl)amino]-3-deoxy-1α,25-dihydroxyvitamin D₃

Guidance literature:: Multi-step reaction with 11 steps

1: 91 percent / imidazole / CH₂Cl₂ / 2 h / 20 °C

2: 100 percent / MeONa / methanol / 2 h / 20 °C

3: 84 percent / PPh₃; diethyl azodicarboxylate / tetrahydrofuran / 22 h / 20 °C

4: 100 percent / MeONa / methanol / 2 h / 20 °C

5: 68 percent / PPh₃; diethyl azodicarboxylate / tetrahydrofuran / 14 h / 20 °C

6: MeNH₂ / ethanol / 36 h / 20 - 65 °C

7: NaHCO₃ / CHCl₃; H₂O / 24 h / 20 °C

8: Pd(PPh₃)2(OCOCH₃)2; CuI; Et₂NH / dimethylformamide / 1 h / 20 °C

9: Bu₄NF / tetrahydrofuran / 12 h / 20 °C

10: H₂; quinoline / Lindlar catalyst / methanol / 0.33 h / 20 °C

11: 40 mg / acetone / 4 h / 80 °C

With 1H-imidazole; quinoline; copper(l) iodide; bis(triphenylphosphine) palladium (Il) acetate; tetrabutyl ammonium fluoride; hydrogen; sodium methylate; sodium hydrogencarbonate; diethylamine; triphenylphosphine; methylamine; diethylazodicarboxylate; Lindlar's catalyst; In tetrahydrofuran; methanol; ethanol; dichloromethane; chloroform; water; N,N-dimethyl-formamide; acetone;
DOI:10.1021/jo026474t

Reference yield:

: 122172-46-7
(3S,5R)-3-<(tert-butyldimethylsilyl)oxy>-1-ethynyl-5-hydroxy-2-methylcyclohex-1-ene

: 497067-61-5
3β-[(tert-butoxycarbonyl)amino]-3-deoxy-1α,25-dihydroxyvitamin D₃

Guidance literature:: Multi-step reaction with 9 steps

1: 84 percent / PPh₃; diethyl azodicarboxylate / tetrahydrofuran / 22 h / 20 °C

2: 100 percent / MeONa / methanol / 2 h / 20 °C

3: 68 percent / PPh₃; diethyl azodicarboxylate / tetrahydrofuran / 14 h / 20 °C

4: MeNH₂ / ethanol / 36 h / 20 - 65 °C

5: NaHCO₃ / CHCl₃; H₂O / 24 h / 20 °C

6: Pd(PPh₃)2(OCOCH₃)2; CuI; Et₂NH / dimethylformamide / 1 h / 20 °C

7: Bu₄NF / tetrahydrofuran / 12 h / 20 °C

8: H₂; quinoline / Lindlar catalyst / methanol / 0.33 h / 20 °C

9: 40 mg / acetone / 4 h / 80 °C

With quinoline; copper(l) iodide; bis(triphenylphosphine) palladium (Il) acetate; tetrabutyl ammonium fluoride; hydrogen; sodium methylate; sodium hydrogencarbonate; diethylamine; triphenylphosphine; methylamine; diethylazodicarboxylate; Lindlar's catalyst; In tetrahydrofuran; methanol; ethanol; chloroform; water; N,N-dimethyl-formamide; acetone;
DOI:10.1021/jo026474t

Reference yield:

: 122172-37-6
(3S,5R)-5-acetoxy-3-<(tert-butyldimethylsilyl)oxy>-1-ethynyl-2-methylcyclohex-1-ene

: 497067-61-5
3β-[(tert-butoxycarbonyl)amino]-3-deoxy-1α,25-dihydroxyvitamin D₃

Guidance literature:: Multi-step reaction with 10 steps

1: 100 percent / MeONa / methanol / 2 h / 20 °C

2: 84 percent / PPh₃; diethyl azodicarboxylate / tetrahydrofuran / 22 h / 20 °C

3: 100 percent / MeONa / methanol / 2 h / 20 °C

4: 68 percent / PPh₃; diethyl azodicarboxylate / tetrahydrofuran / 14 h / 20 °C

5: MeNH₂ / ethanol / 36 h / 20 - 65 °C

6: NaHCO₃ / CHCl₃; H₂O / 24 h / 20 °C

7: Pd(PPh₃)2(OCOCH₃)2; CuI; Et₂NH / dimethylformamide / 1 h / 20 °C

8: Bu₄NF / tetrahydrofuran / 12 h / 20 °C

9: H₂; quinoline / Lindlar catalyst / methanol / 0.33 h / 20 °C

10: 40 mg / acetone / 4 h / 80 °C

With quinoline; copper(l) iodide; bis(triphenylphosphine) palladium (Il) acetate; tetrabutyl ammonium fluoride; hydrogen; sodium methylate; sodium hydrogencarbonate; diethylamine; triphenylphosphine; methylamine; diethylazodicarboxylate; Lindlar's catalyst; In tetrahydrofuran; methanol; ethanol; chloroform; water; N,N-dimethyl-formamide; acetone;
DOI:10.1021/jo026474t