(2R,3S)-3-Benzyloxy-2-tert-butoxycarbonylamino-butyric acid (S)-1-[(S)-chlorocarbonyl-(2,2,2-trichloro-ethoxycarbonylamino)-methyl]-2-methyl-propyl ester

Base Information

Chemical Name:(2R,3S)-3-Benzyloxy-2-tert-butoxycarbonylamino-butyric acid (S)-1-[(S)-chlorocarbonyl-(2,2,2-trichloro-ethoxycarbonylamino)-methyl]-2-methyl-propyl ester
CAS No.:201666-94-6
Molecular Formula:C₂₅H₃₄Cl₄N₂O₈
Molecular Weight:632.366
Hs Code.:

(2R,3S)-3-Benzyloxy-2-tert-butoxycarbonylamino-butyric acid (S)-1-[(S)-chlorocarbonyl-(2,2,2-trichloro-ethoxycarbonylamino)-methyl]-2-methyl-propyl ester

Synonyms:(2R,3S)-3-Benzyloxy-2-tert-butoxycarbonylamino-butyric acid (S)-1-[(S)-chlorocarbonyl-(2,2,2-trichloro-ethoxycarbonylamino)-methyl]-2-methyl-propyl ester

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Chemical Property of (2R,3S)-3-Benzyloxy-2-tert-butoxycarbonylamino-butyric acid (S)-1-[(S)-chlorocarbonyl-(2,2,2-trichloro-ethoxycarbonylamino)-methyl]-2-methyl-propyl ester

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Technology Process of (2R,3S)-3-Benzyloxy-2-tert-butoxycarbonylamino-butyric acid (S)-1-[(S)-chlorocarbonyl-(2,2,2-trichloro-ethoxycarbonylamino)-methyl]-2-methyl-propyl ester

There total 5 articles about (2R,3S)-3-Benzyloxy-2-tert-butoxycarbonylamino-butyric acid (S)-1-[(S)-chlorocarbonyl-(2,2,2-trichloro-ethoxycarbonylamino)-methyl]-2-methyl-propyl 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:

: 201667-02-9
(2S,3S)-3-((2R,3S)-3-Benzyloxy-2-tert-butoxycarbonylamino-butyryloxy)-4-methyl-2-(2,2,2-trichloro-ethoxycarbonylamino)-pentanoic acid

: 201666-94-6
(2R,3S)-3-Benzyloxy-2-tert-butoxycarbonylamino-butyric acid (S)-1-[(S)-chlorocarbonyl-(2,2,2-trichloro-ethoxycarbonylamino)-methyl]-2-methyl-propyl ester

Guidance literature:: With oxalyl dichloride; In benzene; at 25 ℃; for 2.5h;
DOI:10.1039/a706206k

Reference yield:

: 10148-70-6
(2S,3S)-3-hydroxyleucine

: 201666-94-6
(2R,3S)-3-Benzyloxy-2-tert-butoxycarbonylamino-butyric acid (S)-1-[(S)-chlorocarbonyl-(2,2,2-trichloro-ethoxycarbonylamino)-methyl]-2-methyl-propyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 90 percent / aq. NaOH / tetrahydrofuran / 25 °C

2: 92 percent / NaHCO₃ / dimethylformamide / 25 °C

3: 88 percent / DCC, DMAP / CH₂Cl₂ / 0 - 25 °C

4: 59 percent / morpholine / (Ph₃P)4Pd / tetrahydrofuran / 0 - 25 °C

5: (COCl)2 / benzene / 2.5 h / 25 °C

With morpholine; dmap; sodium hydroxide; oxalyl dichloride; sodium hydrogencarbonate; dicyclohexyl-carbodiimide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; benzene;
DOI:10.1039/a706206k

Reference yield:

: 201667-01-8
(2S,3S)-3-Hydroxy-4-methyl-2-(2,2,2-trichloro-ethoxycarbonylamino)-pentanoic acid

: 201666-94-6
(2R,3S)-3-Benzyloxy-2-tert-butoxycarbonylamino-butyric acid (S)-1-[(S)-chlorocarbonyl-(2,2,2-trichloro-ethoxycarbonylamino)-methyl]-2-methyl-propyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 92 percent / NaHCO₃ / dimethylformamide / 25 °C

2: 88 percent / DCC, DMAP / CH₂Cl₂ / 0 - 25 °C

3: 59 percent / morpholine / (Ph₃P)4Pd / tetrahydrofuran / 0 - 25 °C

4: (COCl)2 / benzene / 2.5 h / 25 °C

With morpholine; dmap; oxalyl dichloride; sodium hydrogencarbonate; dicyclohexyl-carbodiimide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; benzene;
DOI:10.1039/a706206k