(S)-3-Benzyloxy-2-[(2S,3R)-2-((S)-2-tert-butoxycarbonylamino-3-methyl-butyrylamino)-3-hydroxy-butyrylamino]-propionic acid (R)-1-((1R,2S,3S)-2-hydroxy-3-hydroxymethyl-1-methyl-pentyl)-tetradecyl ester

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Chemical Name:(S)-3-Benzyloxy-2-[(2S,3R)-2-((S)-2-tert-butoxycarbonylamino-3-methyl-butyrylamino)-3-hydroxy-butyrylamino]-propionic acid (R)-1-((1R,2S,3S)-2-hydroxy-3-hydroxymethyl-1-methyl-pentyl)-tetradecyl ester
CAS No.:867155-92-8
Molecular Formula:C₄₅H₇₉N₃O₁₀
Molecular Weight:822.136
Hs Code.:

(S)-3-Benzyloxy-2-[(2S,3R)-2-((S)-2-tert-butoxycarbonylamino-3-methyl-butyrylamino)-3-hydroxy-butyrylamino]-propionic acid (R)-1-((1R,2S,3S)-2-hydroxy-3-hydroxymethyl-1-methyl-pentyl)-tetradecyl ester

Synonyms:(S)-3-Benzyloxy-2-[(2S,3R)-2-((S)-2-tert-butoxycarbonylamino-3-methyl-butyrylamino)-3-hydroxy-butyrylamino]-propionic acid (R)-1-((1R,2S,3S)-2-hydroxy-3-hydroxymethyl-1-methyl-pentyl)-tetradecyl ester

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Chemical Property of (S)-3-Benzyloxy-2-[(2S,3R)-2-((S)-2-tert-butoxycarbonylamino-3-methyl-butyrylamino)-3-hydroxy-butyrylamino]-propionic acid (R)-1-((1R,2S,3S)-2-hydroxy-3-hydroxymethyl-1-methyl-pentyl)-tetradecyl ester

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Technology Process of (S)-3-Benzyloxy-2-[(2S,3R)-2-((S)-2-tert-butoxycarbonylamino-3-methyl-butyrylamino)-3-hydroxy-butyrylamino]-propionic acid (R)-1-((1R,2S,3S)-2-hydroxy-3-hydroxymethyl-1-methyl-pentyl)-tetradecyl ester

There total 7 articles about (S)-3-Benzyloxy-2-[(2S,3R)-2-((S)-2-tert-butoxycarbonylamino-3-methyl-butyrylamino)-3-hydroxy-butyrylamino]-propionic acid (R)-1-((1R,2S,3S)-2-hydroxy-3-hydroxymethyl-1-methyl-pentyl)-tetradecyl 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: 81.0%

: 867155-91-7
(S)-3-Benzyloxy-2-[(2S,3R)-2-((S)-2-tert-butoxycarbonylamino-3-methyl-butyrylamino)-3-hydroxy-butyrylamino]-propionic acid (R)-1-[(S)-1-((4S,5S)-5-ethyl-2,2-dimethyl-[1,3]dioxan-4-yl)-ethyl]-tetradecyl ester

: 867155-92-8
(S)-3-Benzyloxy-2-[(2S,3R)-2-((S)-2-tert-butoxycarbonylamino-3-methyl-butyrylamino)-3-hydroxy-butyrylamino]-propionic acid (R)-1-((1R,2S,3S)-2-hydroxy-3-hydroxymethyl-1-methyl-pentyl)-tetradecyl ester

Guidance literature:: With acetic acid; In tetrahydrofuran; water; at 25 ℃; for 18h;
DOI:10.1021/jo050628y

Reference yield:

: 867155-84-8
(2S,3R)-2-((4S,5S)-5-Ethyl-2,2-dimethyl-[1,3]dioxan-4-yl)-hexadecan-3-ol

: 867155-92-8
(S)-3-Benzyloxy-2-[(2S,3R)-2-((S)-2-tert-butoxycarbonylamino-3-methyl-butyrylamino)-3-hydroxy-butyrylamino]-propionic acid (R)-1-((1R,2S,3S)-2-hydroxy-3-hydroxymethyl-1-methyl-pentyl)-tetradecyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: 2,4,6-trichlorobenzoyl chloride; triethylamine / tetrahydrofuran / 1.5 h / 0 °C

1.2: 70 percent / 4-DMAP / tetrahydrofuran; toluene / 0 - 25 °C

2.1: H₂ / Pd/C-ethylenediamine complex / methanol / 0.5 h / 25 °C

3.1: 99 mg / HOBt; EDCI / dimethylformamide / 0.5 h / 25 °C

4.1: 81 percent / AcOH / tetrahydrofuran; H₂O / 18 h / 25 °C

With 2,4,6-trichlorobenzoyl chloride; hydrogen; benzotriazol-1-ol; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; palladium on activated charcoal; ethylenediamine; In tetrahydrofuran; methanol; water; N,N-dimethyl-formamide;
DOI:10.1021/jo050628y

Reference yield:

: 867155-80-4
(2S,3S,4R,5R)-5-(tert-Butyl-dimethyl-silanyloxy)-2-ethyl-4-methyl-octadecane-1,3-diol

: 867155-92-8
(S)-3-Benzyloxy-2-[(2S,3R)-2-((S)-2-tert-butoxycarbonylamino-3-methyl-butyrylamino)-3-hydroxy-butyrylamino]-propionic acid (R)-1-((1R,2S,3S)-2-hydroxy-3-hydroxymethyl-1-methyl-pentyl)-tetradecyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: 93 percent / CSA / dimethylformamide / 0.5 h / 25 °C

2.1: 280 mg / TBAF / tetrahydrofuran / 96 h / 25 °C

3.1: 2,4,6-trichlorobenzoyl chloride; triethylamine / tetrahydrofuran / 1.5 h / 0 °C

3.2: 70 percent / 4-DMAP / tetrahydrofuran; toluene / 0 - 25 °C

4.1: H₂ / Pd/C-ethylenediamine complex / methanol / 0.5 h / 25 °C

5.1: 99 mg / HOBt; EDCI / dimethylformamide / 0.5 h / 25 °C

6.1: 81 percent / AcOH / tetrahydrofuran; H₂O / 18 h / 25 °C

With 2,4,6-trichlorobenzoyl chloride; camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; hydrogen; benzotriazol-1-ol; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; palladium on activated charcoal; ethylenediamine; In tetrahydrofuran; methanol; water; N,N-dimethyl-formamide;
DOI:10.1021/jo050628y