[(S)-1-((S)-1-{(S)-Hydroxy-[(2R,3S)-2-((S)-1-methylcarbamoyl-ethylcarbamoyl)-tetrahydro-furan-3-yl]-methyl}-3-methyl-butylcarbamoyl)-2-(trityl-carbamoyl)-ethyl]-carbamic acid tert-butyl ester

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Chemical Name:[(S)-1-((S)-1-{(S)-Hydroxy-[(2R,3S)-2-((S)-1-methylcarbamoyl-ethylcarbamoyl)-tetrahydro-furan-3-yl]-methyl}-3-methyl-butylcarbamoyl)-2-(trityl-carbamoyl)-ethyl]-carbamic acid tert-butyl ester
CAS No.:864366-91-6
Molecular Formula:C₄₃H₅₇N₅O₈
Molecular Weight:771.954
Hs Code.:

[(S)-1-((S)-1-{(S)-Hydroxy-[(2R,3S)-2-((S)-1-methylcarbamoyl-ethylcarbamoyl)-tetrahydro-furan-3-yl]-methyl}-3-methyl-butylcarbamoyl)-2-(trityl-carbamoyl)-ethyl]-carbamic acid tert-butyl ester

Synonyms:[(S)-1-((S)-1-{(S)-Hydroxy-[(2R,3S)-2-((S)-1-methylcarbamoyl-ethylcarbamoyl)-tetrahydro-furan-3-yl]-methyl}-3-methyl-butylcarbamoyl)-2-(trityl-carbamoyl)-ethyl]-carbamic acid tert-butyl ester

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Chemical Property of [(S)-1-((S)-1-{(S)-Hydroxy-[(2R,3S)-2-((S)-1-methylcarbamoyl-ethylcarbamoyl)-tetrahydro-furan-3-yl]-methyl}-3-methyl-butylcarbamoyl)-2-(trityl-carbamoyl)-ethyl]-carbamic acid tert-butyl ester

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Technology Process of [(S)-1-((S)-1-{(S)-Hydroxy-[(2R,3S)-2-((S)-1-methylcarbamoyl-ethylcarbamoyl)-tetrahydro-furan-3-yl]-methyl}-3-methyl-butylcarbamoyl)-2-(trityl-carbamoyl)-ethyl]-carbamic acid tert-butyl ester

There total 16 articles about [(S)-1-((S)-1-{(S)-Hydroxy-[(2R,3S)-2-((S)-1-methylcarbamoyl-ethylcarbamoyl)-tetrahydro-furan-3-yl]-methyl}-3-methyl-butylcarbamoyl)-2-(trityl-carbamoyl)-ethyl]-carbamic acid tert-butyl 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:

: 111060-65-2
(S)-2-(dibenzylamino)-4-methylpentanal

: 864366-91-6
[(S)-1-((S)-1-{(S)-Hydroxy-[(2R,3S)-2-((S)-1-methylcarbamoyl-ethylcarbamoyl)-tetrahydro-furan-3-yl]-methyl}-3-methyl-butylcarbamoyl)-2-(trityl-carbamoyl)-ethyl]-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 15 steps

1.1: LiHMDS / tetrahydrofuran / -78 °C

1.2: tetrahydrofuran / 2 h / -78 °C

2.1: 95 percent / 2,6-lutidine

3.1: n-butyllithium / tetrahydrofuran; hexane / -78 °C

3.2: tetrahydrofuran; hexane / 0.67 h / -78 °C

3.3: 58 percent / NaBH₄ / methanol / 20 °C

4.1: 87 percent / PPh₃; DEAD / tetrahydrofuran / 3 h / 20 °C

5.1: 84 percent / HgO; BF₃*Et₂O / tetrahydrofuran; H₂O / 24 h / 20 °C

6.1: NaClO₂; NaH₂PO₄*2H₂O; 2-methyl-2-butene / acetonitrile; 2-methyl-propan-2-ol; H₂O / 0.5 h / 0 °C

7.1: 18 mg / CH₂Cl₂; diethyl ether / 0 °C

8.1: NaOMe / methanol / 6 h / 70 °C

9.1: 82 mg / NaOH / methanol; H₂O / 12 h / 20 °C

10.1: 22 mg / PyBOP; i-Pr₂NEt / CH₂Cl₂ / 14 h / 0 - 20 °C

11.1: HCOOH / Pd / methanol / 20 °C

12.1: NaHCO₃ / methanol / 20 °C

13.1: 13 mg / TBAF / tetrahydrofuran / cooling

14.1: HCl / dioxane / 1 h / 20 °C

15.1: 17 mg / PyBOP; i-Pr₂NEt / CH₂Cl₂ / cooling

With 2,6-dimethylpyridine; hydrogenchloride; sodium hydroxide; sodium chlorite; sodium dihydrogenphosphate; n-butyllithium; formic acid; 2-methyl-but-2-ene; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; sodium methylate; sodium hydrogencarbonate; N-ethyl-N,N-diisopropylamine; triphenylphosphine; mercury(II) oxide; lithium hexamethyldisilazane; diethylazodicarboxylate; palladium; In tetrahydrofuran; 1,4-dioxane; methanol; diethyl ether; hexane; dichloromethane; water; acetonitrile; tert-butyl alcohol; 1.2: aldol condensation / 4.1: Mitsunobu reaction;
DOI:10.1021/jo050749y

Reference yield:

: 864366-58-5
(3S)-3-[(1S,2S)-2-dibenzylamino-1-hydroxy-4-methyl-pentyl]-dihydro-furan-2-one

: 864366-91-6
[(S)-1-((S)-1-{(S)-Hydroxy-[(2R,3S)-2-((S)-1-methylcarbamoyl-ethylcarbamoyl)-tetrahydro-furan-3-yl]-methyl}-3-methyl-butylcarbamoyl)-2-(trityl-carbamoyl)-ethyl]-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 14 steps

1.1: 95 percent / 2,6-lutidine

2.1: n-butyllithium / tetrahydrofuran; hexane / -78 °C

2.2: tetrahydrofuran; hexane / 0.67 h / -78 °C

2.3: 58 percent / NaBH₄ / methanol / 20 °C

3.1: 87 percent / PPh₃; DEAD / tetrahydrofuran / 3 h / 20 °C

4.1: 84 percent / HgO; BF₃*Et₂O / tetrahydrofuran; H₂O / 24 h / 20 °C

5.1: NaClO₂; NaH₂PO₄*2H₂O; 2-methyl-2-butene / acetonitrile; 2-methyl-propan-2-ol; H₂O / 0.5 h / 0 °C

6.1: 18 mg / CH₂Cl₂; diethyl ether / 0 °C

7.1: NaOMe / methanol / 6 h / 70 °C

8.1: 82 mg / NaOH / methanol; H₂O / 12 h / 20 °C

9.1: 22 mg / PyBOP; i-Pr₂NEt / CH₂Cl₂ / 14 h / 0 - 20 °C

10.1: HCOOH / Pd / methanol / 20 °C

11.1: NaHCO₃ / methanol / 20 °C

12.1: 13 mg / TBAF / tetrahydrofuran / cooling

13.1: HCl / dioxane / 1 h / 20 °C

14.1: 17 mg / PyBOP; i-Pr₂NEt / CH₂Cl₂ / cooling

With 2,6-dimethylpyridine; hydrogenchloride; sodium hydroxide; sodium chlorite; sodium dihydrogenphosphate; n-butyllithium; formic acid; 2-methyl-but-2-ene; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; sodium methylate; sodium hydrogencarbonate; N-ethyl-N,N-diisopropylamine; triphenylphosphine; mercury(II) oxide; diethylazodicarboxylate; palladium; In tetrahydrofuran; 1,4-dioxane; methanol; diethyl ether; hexane; dichloromethane; water; acetonitrile; tert-butyl alcohol; 3.1: Mitsunobu reaction;
DOI:10.1021/jo050749y

Reference yield:

: 864366-56-3
(3R)-3-[(1S,2S)-2-dibenzylamino-1-hydroxy-4-methyl-pentyl]-dihydro-furan-2-one

: 864366-91-6
[(S)-1-((S)-1-{(S)-Hydroxy-[(2R,3S)-2-((S)-1-methylcarbamoyl-ethylcarbamoyl)-tetrahydro-furan-3-yl]-methyl}-3-methyl-butylcarbamoyl)-2-(trityl-carbamoyl)-ethyl]-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 14 steps

1.1: 95 percent / 2,6-lutidine

2.1: n-butyllithium / tetrahydrofuran; hexane / -78 °C

2.2: tetrahydrofuran; hexane / 0.67 h / -78 °C

2.3: 58 percent / NaBH₄ / methanol / 20 °C

3.1: 87 percent / PPh₃; DEAD / tetrahydrofuran / 3 h / 20 °C

4.1: 84 percent / HgO; BF₃*Et₂O / tetrahydrofuran; H₂O / 24 h / 20 °C

5.1: NaClO₂; NaH₂PO₄*2H₂O; 2-methyl-2-butene / acetonitrile; 2-methyl-propan-2-ol; H₂O / 0.5 h / 0 °C

6.1: 18 mg / CH₂Cl₂; diethyl ether / 0 °C

7.1: NaOMe / methanol / 6 h / 70 °C

8.1: 82 mg / NaOH / methanol; H₂O / 12 h / 20 °C

9.1: 22 mg / PyBOP; i-Pr₂NEt / CH₂Cl₂ / 14 h / 0 - 20 °C

10.1: HCOOH / Pd / methanol / 20 °C

11.1: NaHCO₃ / methanol / 20 °C

12.1: 13 mg / TBAF / tetrahydrofuran / cooling

13.1: HCl / dioxane / 1 h / 20 °C

14.1: 17 mg / PyBOP; i-Pr₂NEt / CH₂Cl₂ / cooling

With 2,6-dimethylpyridine; hydrogenchloride; sodium hydroxide; sodium chlorite; sodium dihydrogenphosphate; n-butyllithium; formic acid; 2-methyl-but-2-ene; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; sodium methylate; sodium hydrogencarbonate; N-ethyl-N,N-diisopropylamine; triphenylphosphine; mercury(II) oxide; diethylazodicarboxylate; palladium; In tetrahydrofuran; 1,4-dioxane; methanol; diethyl ether; hexane; dichloromethane; water; acetonitrile; tert-butyl alcohol; 3.1: Mitsunobu reaction;
DOI:10.1021/jo050749y