(4S,5S)-5-(tert-butoxycarbonylamino)-4-hydroxy-5-phenylpentanoic acid ethyl ester

Base Information

Chemical Name:(4S,5S)-5-(tert-butoxycarbonylamino)-4-hydroxy-5-phenylpentanoic acid ethyl ester
CAS No.:873914-63-7
Molecular Formula:C₁₈H₂₇NO₅
Molecular Weight:337.416
Hs Code.:

Synonyms:(4S,5S)-5-(tert-butoxycarbonylamino)-4-hydroxy-5-phenylpentanoic acid ethyl ester

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Chemical Property of (4S,5S)-5-(tert-butoxycarbonylamino)-4-hydroxy-5-phenylpentanoic acid ethyl ester

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Technology Process of (4S,5S)-5-(tert-butoxycarbonylamino)-4-hydroxy-5-phenylpentanoic acid ethyl ester

There total 10 articles about (4S,5S)-5-(tert-butoxycarbonylamino)-4-hydroxy-5-phenylpentanoic acid ethyl 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: 93.0%

: 873914-62-6
(4S,5S)-5-tert-butoxycarbonylamino-4-(tert-butyldimethylsilanyloxy)-5-phenylpent-2-enoic acid ethyl ester

: 873914-63-7
(4S,5S)-5-(tert-butoxycarbonylamino)-4-hydroxy-5-phenylpentanoic acid ethyl ester

Guidance literature:: With hydrogen; palladium on activated charcoal; In methanol; for 6h;
DOI:10.1016/j.tetasy.2005.09.010

Reference yield:

: (2R,3S)-2-tert-butyldimethylsilyloxy-3-tert-butoxycarbonyl-amino-3-phenylpropanal

: 873914-63-7
(4S,5S)-5-(tert-butoxycarbonylamino)-4-hydroxy-5-phenylpentanoic acid ethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 91 percent / tetrahydrofuran / 24 h / 25 °C

2: 93 percent / H₂ / Pd/C / methanol / 6 h

With hydrogen; palladium on activated charcoal; In tetrahydrofuran; methanol; 1: Wittig reaction;
DOI:10.1016/j.tetasy.2005.09.010

Reference yield:

: 873914-61-5
(2R,3S)-2-[(tert-butyldimethyl-silanyloxy)-3-hydroxy-1-phenylpropyl]-carbamic acid tert-butyl ester

: 873914-63-7
(4S,5S)-5-(tert-butoxycarbonylamino)-4-hydroxy-5-phenylpentanoic acid ethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: PCC; Celite; CH₃CO₂Na / CH₂Cl₂ / 5 h / 25 °C

2: 91 percent / tetrahydrofuran / 24 h / 25 °C

3: 93 percent / H₂ / Pd/C / methanol / 6 h

With Celite; hydrogen; sodium acetate; pyridinium chlorochromate; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; 2: Wittig reaction;
DOI:10.1016/j.tetasy.2005.09.010