(R)-2-[(1R,2S)-2-((2S,3R)-3-Benzyloxy-2-tert-butoxycarbonylamino-butyryloxy)-1-(3-methyl-butyryloxy)-propyl]-hexanoic acid benzyl ester

Base Information

Chemical Name:(R)-2-[(1R,2S)-2-((2S,3R)-3-Benzyloxy-2-tert-butoxycarbonylamino-butyryloxy)-1-(3-methyl-butyryloxy)-propyl]-hexanoic acid benzyl ester
CAS No.:896434-09-6
Molecular Formula:C₃₇H₅₃NO₉
Molecular Weight:655.829
Hs Code.:

Synonyms:(R)-2-[(1R,2S)-2-((2S,3R)-3-Benzyloxy-2-tert-butoxycarbonylamino-butyryloxy)-1-(3-methyl-butyryloxy)-propyl]-hexanoic acid benzyl ester

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Chemical Property of (R)-2-[(1R,2S)-2-((2S,3R)-3-Benzyloxy-2-tert-butoxycarbonylamino-butyryloxy)-1-(3-methyl-butyryloxy)-propyl]-hexanoic acid benzyl ester

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Technology Process of (R)-2-[(1R,2S)-2-((2S,3R)-3-Benzyloxy-2-tert-butoxycarbonylamino-butyryloxy)-1-(3-methyl-butyryloxy)-propyl]-hexanoic acid benzyl ester

There total 6 articles about (R)-2-[(1R,2S)-2-((2S,3R)-3-Benzyloxy-2-tert-butoxycarbonylamino-butyryloxy)-1-(3-methyl-butyryloxy)-propyl]-hexanoic acid benzyl 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: 100.0%

: 896434-08-5
(R)-2-[(1R,2S)-2-Hydroxy-1-(3-methyl-butyryloxy)-propyl]-hexanoic acid benzyl ester

: 15260-10-3
N-Boc-O-benzyl-L-threonine

: 896434-09-6
(R)-2-[(1R,2S)-2-((2S,3R)-3-Benzyloxy-2-tert-butoxycarbonylamino-butyryloxy)-1-(3-methyl-butyryloxy)-propyl]-hexanoic acid benzyl ester

Guidance literature:: With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 20 ℃; for 26h;
DOI:10.1021/jo0604890

Reference yield:

: 896434-05-2
1-((R)-4-Phenyl-2-thioxo-oxazolidin-3-yl)-hexan-1-one

: 896434-09-6
(R)-2-[(1R,2S)-2-((2S,3R)-3-Benzyloxy-2-tert-butoxycarbonylamino-butyryloxy)-1-(3-methyl-butyryloxy)-propyl]-hexanoic acid benzyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: TiCl₄; TMEDA / CH₂Cl₂ / 1 h / -20 °C

1.2: 90 percent / CH₂Cl₂ / 9 h / -20 - -5 °C

2.1: 89 percent / pyridine; DMAP / CH₂Cl₂ / 8 h / 0 °C

3.1: 74 percent / DMAP / CH₂Cl₂ / 46.5 h / 20 °C

4.1: 98 percent / NaIO₄ / tetrahydrofuran; H₂O / 3 h / cooling

5.1: 100 percent / N,N'-dicyclohexylcarbodiimide; DMAP / CH₂Cl₂ / 26 h / 20 °C

With pyridine; dmap; sodium periodate; N,N,N,N,-tetramethylethylenediamine; titanium tetrachloride; dicyclohexyl-carbodiimide; In tetrahydrofuran; dichloromethane; water;
DOI:10.1021/jo0604890

Reference yield:

: 764651-36-7
(R)-2-[(1R,2S)-1-(3-Methyl-butyryloxy)-2-triethylsilanyloxy-propyl]-hexanoic acid benzyl ester

: 896434-09-6
(R)-2-[(1R,2S)-2-((2S,3R)-3-Benzyloxy-2-tert-butoxycarbonylamino-butyryloxy)-1-(3-methyl-butyryloxy)-propyl]-hexanoic acid benzyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 98 percent / NaIO₄ / tetrahydrofuran; H₂O / 3 h / cooling

2: 100 percent / N,N'-dicyclohexylcarbodiimide; DMAP / CH₂Cl₂ / 26 h / 20 °C

With dmap; sodium periodate; dicyclohexyl-carbodiimide; In tetrahydrofuran; dichloromethane; water;
DOI:10.1021/jo0604890