(2S,3R)-3-Benzyloxy-2-[(2S,3R)-2-((S)-2-tert-butoxycarbonylamino-3-methyl-butyrylamino)-3-hydroxy-butyrylamino]-butyric acid (R)-1-((1R,2R,3R)-2-hydroxy-1,3-dimethyl-4-oxo-butyl)-tetradecyl ester

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Chemical Name:(2S,3R)-3-Benzyloxy-2-[(2S,3R)-2-((S)-2-tert-butoxycarbonylamino-3-methyl-butyrylamino)-3-hydroxy-butyrylamino]-butyric acid (R)-1-((1R,2R,3R)-2-hydroxy-1,3-dimethyl-4-oxo-butyl)-tetradecyl ester
CAS No.:867156-42-1
Molecular Formula:C₄₅H₇₇N₃O₁₀
Molecular Weight:820.12
Hs Code.:

(2S,3R)-3-Benzyloxy-2-[(2S,3R)-2-((S)-2-tert-butoxycarbonylamino-3-methyl-butyrylamino)-3-hydroxy-butyrylamino]-butyric acid (R)-1-((1R,2R,3R)-2-hydroxy-1,3-dimethyl-4-oxo-butyl)-tetradecyl ester

Synonyms:(2S,3R)-3-Benzyloxy-2-[(2S,3R)-2-((S)-2-tert-butoxycarbonylamino-3-methyl-butyrylamino)-3-hydroxy-butyrylamino]-butyric acid (R)-1-((1R,2R,3R)-2-hydroxy-1,3-dimethyl-4-oxo-butyl)-tetradecyl ester

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Chemical Property of (2S,3R)-3-Benzyloxy-2-[(2S,3R)-2-((S)-2-tert-butoxycarbonylamino-3-methyl-butyrylamino)-3-hydroxy-butyrylamino]-butyric acid (R)-1-((1R,2R,3R)-2-hydroxy-1,3-dimethyl-4-oxo-butyl)-tetradecyl ester

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Technology Process of (2S,3R)-3-Benzyloxy-2-[(2S,3R)-2-((S)-2-tert-butoxycarbonylamino-3-methyl-butyrylamino)-3-hydroxy-butyrylamino]-butyric acid (R)-1-((1R,2R,3R)-2-hydroxy-1,3-dimethyl-4-oxo-butyl)-tetradecyl ester

There total 5 articles about (2S,3R)-3-Benzyloxy-2-[(2S,3R)-2-((S)-2-tert-butoxycarbonylamino-3-methyl-butyrylamino)-3-hydroxy-butyrylamino]-butyric acid (R)-1-((1R,2R,3R)-2-hydroxy-1,3-dimethyl-4-oxo-butyl)-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:

: 867156-32-9
(2S,3R)-2-Amino-3-benzyloxy-butyric acid (R)-1-[(S)-1-((4S,5S)-2,2,5-trimethyl-[1,3]dioxan-4-yl)-ethyl]-tetradecyl ester

: 867156-42-1
(2S,3R)-3-Benzyloxy-2-[(2S,3R)-2-((S)-2-tert-butoxycarbonylamino-3-methyl-butyrylamino)-3-hydroxy-butyrylamino]-butyric acid (R)-1-((1R,2R,3R)-2-hydroxy-1,3-dimethyl-4-oxo-butyl)-tetradecyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 79 mg / HOBt; EDCI / dimethylformamide / 0.5 h / 25 °C

2: 99 percent / AcOH / H₂O; tetrahydrofuran / 14 h / 25 °C

3: 88 percent / TEMPO; KBr; NaClO / NaHCO₃ / CH₂Cl₂; H₂O / 0.5 h / 0 °C

With 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium hypochlorite; benzotriazol-1-ol; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; potassium bromide; sodium hydrogencarbonate; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1021/jo050628y

Reference yield:

: 867156-31-8
(2S,3R)-3-Benzyloxy-2-benzyloxycarbonylamino-butyric acid (R)-1-[(S)-1-((4S,5S)-2,2,5-trimethyl-[1,3]dioxan-4-yl)-ethyl]-tetradecyl ester

: 867156-42-1
(2S,3R)-3-Benzyloxy-2-[(2S,3R)-2-((S)-2-tert-butoxycarbonylamino-3-methyl-butyrylamino)-3-hydroxy-butyrylamino]-butyric acid (R)-1-((1R,2R,3R)-2-hydroxy-1,3-dimethyl-4-oxo-butyl)-tetradecyl ester

Guidance literature:: Multi-step reaction with 4 steps

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

2: 79 mg / HOBt; EDCI / dimethylformamide / 0.5 h / 25 °C

3: 99 percent / AcOH / H₂O; tetrahydrofuran / 14 h / 25 °C

4: 88 percent / TEMPO; KBr; NaClO / NaHCO₃ / CH₂Cl₂; H₂O / 0.5 h / 0 °C

With 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium hypochlorite; hydrogen; benzotriazol-1-ol; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; potassium bromide; palladium on activated charcoal; sodium hydrogencarbonate; ethylenediamine; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1021/jo050628y

Reference yield:

: 867156-37-4
(2S,3R)-3-Benzyloxy-2-[(2S,3R)-2-((S)-2-tert-butoxycarbonylamino-3-methyl-butyrylamino)-3-hydroxy-butyrylamino]-butyric acid (R)-1-[(S)-1-((4S,5S)-2,2,5-trimethyl-[1,3]dioxan-4-yl)-ethyl]-tetradecyl ester

: 867156-42-1
(2S,3R)-3-Benzyloxy-2-[(2S,3R)-2-((S)-2-tert-butoxycarbonylamino-3-methyl-butyrylamino)-3-hydroxy-butyrylamino]-butyric acid (R)-1-((1R,2R,3R)-2-hydroxy-1,3-dimethyl-4-oxo-butyl)-tetradecyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 99 percent / AcOH / H₂O; tetrahydrofuran / 14 h / 25 °C

2: 88 percent / TEMPO; KBr; NaClO / NaHCO₃ / CH₂Cl₂; H₂O / 0.5 h / 0 °C

With 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium hypochlorite; acetic acid; potassium bromide; sodium hydrogencarbonate; In tetrahydrofuran; dichloromethane; water;
DOI:10.1021/jo050628y