ethyl (2S,3R)-2-benzyloxycarbonylamino-3-(2-benzyloxyphenyl)-3-hydroxypropionate

Base Information

Chemical Name:ethyl (2S,3R)-2-benzyloxycarbonylamino-3-(2-benzyloxyphenyl)-3-hydroxypropionate
CAS No.:444154-68-1
Molecular Formula:C₂₆H₂₇NO₆
Molecular Weight:449.503
Hs Code.:

Synonyms:ethyl (2S,3R)-2-benzyloxycarbonylamino-3-(2-benzyloxyphenyl)-3-hydroxypropionate

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Chemical Property of ethyl (2S,3R)-2-benzyloxycarbonylamino-3-(2-benzyloxyphenyl)-3-hydroxypropionate

Chemical Property:

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Technology Process of ethyl (2S,3R)-2-benzyloxycarbonylamino-3-(2-benzyloxyphenyl)-3-hydroxypropionate

There total 3 articles about ethyl (2S,3R)-2-benzyloxycarbonylamino-3-(2-benzyloxyphenyl)-3-hydroxypropionate 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:

: 621-84-1
O-benzyl carbamate

: 444154-66-9
(2E)-3-(2-benzyloxy-phenyl)-acrylic acid ethyl ester

: ethyl (2R,3S)-2-benzyloxycarbonylamino-3-(2-benzyloxyphenyl)-3-hydroxypropionate

: 444154-68-1
ethyl (2S,3R)-2-benzyloxycarbonylamino-3-(2-benzyloxyphenyl)-3-hydroxypropionate

Guidance literature:: With sodium hydroxide; hydroquinidine anthraquinone-1,4-diyl diether; tert-butylhypochlorite; K2; In propan-1-ol; water; at 20 ℃; for 2h; Title compound not separated from byproducts.;
DOI:10.1021/jo0256078

Reference yield:

: 3943-94-0,6236-62-0,17041-46-2
3-(2-hydroxy-phenyl)-acrylic acid ethyl ester

: 444154-68-1
ethyl (2S,3R)-2-benzyloxycarbonylamino-3-(2-benzyloxyphenyl)-3-hydroxypropionate

Guidance literature:: Multi-step reaction with 2 steps

1: 1.490 g / K₂CO₃ / dimethylformamide / 20 °C

2: NaOh; t-BuOCl; (DHQD)2AQN / K₂[OsO₂(OH)4] / H₂O; propan-1-ol / 2 h / 20 °C

With sodium hydroxide; hydroquinidine anthraquinone-1,4-diyl diether; tert-butylhypochlorite; potassium carbonate; K2; In propan-1-ol; water; N,N-dimethyl-formamide; 2: Sharpless asymmetric aminohydroxylation;
DOI:10.1021/jo0256078

Reference yield:

: 495-79-4,583-17-5,614-60-8
2-hydroxycinnamic acid

: 444154-68-1
ethyl (2S,3R)-2-benzyloxycarbonylamino-3-(2-benzyloxyphenyl)-3-hydroxypropionate

Guidance literature:: Multi-step reaction with 3 steps

1: conc. H₂SO₄ / 5 h / Heating

2: 1.490 g / K₂CO₃ / dimethylformamide / 20 °C

3: NaOh; t-BuOCl; (DHQD)2AQN / K₂[OsO₂(OH)4] / H₂O; propan-1-ol / 2 h / 20 °C

With sodium hydroxide; hydroquinidine anthraquinone-1,4-diyl diether; tert-butylhypochlorite; sulfuric acid; potassium carbonate; K2; In propan-1-ol; water; N,N-dimethyl-formamide; 3: Sharpless asymmetric aminohydroxylation;
DOI:10.1021/jo0256078