(2S,3R)-3-[(S)-2-(Acetyl-methyl-amino)-3-(4-methoxy-phenyl)-propionyloxy]-2-tert-butoxycarbonylamino-butyric acid

Base Information

Chemical Name:(2S,3R)-3-[(S)-2-(Acetyl-methyl-amino)-3-(4-methoxy-phenyl)-propionyloxy]-2-tert-butoxycarbonylamino-butyric acid
CAS No.:192211-69-1
Molecular Formula:C₂₂H₃₂N₂O₈
Molecular Weight:452.505
Hs Code.:

Synonyms:(2S,3R)-3-[(S)-2-(Acetyl-methyl-amino)-3-(4-methoxy-phenyl)-propionyloxy]-2-tert-butoxycarbonylamino-butyric acid

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Chemical Property of (2S,3R)-3-[(S)-2-(Acetyl-methyl-amino)-3-(4-methoxy-phenyl)-propionyloxy]-2-tert-butoxycarbonylamino-butyric acid

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Technology Process of (2S,3R)-3-[(S)-2-(Acetyl-methyl-amino)-3-(4-methoxy-phenyl)-propionyloxy]-2-tert-butoxycarbonylamino-butyric acid

There total 5 articles about (2S,3R)-3-[(S)-2-(Acetyl-methyl-amino)-3-(4-methoxy-phenyl)-propionyloxy]-2-tert-butoxycarbonylamino-butyric acid 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: 91.0%

: 192211-87-3
(2S,3R)-3-[(S)-2-(Acetyl-methyl-amino)-3-(4-methoxy-phenyl)-propionyloxy]-2-tert-butoxycarbonylamino-butyric acid benzyl ester

: 192211-69-1
(2S,3R)-3-[(S)-2-(Acetyl-methyl-amino)-3-(4-methoxy-phenyl)-propionyloxy]-2-tert-butoxycarbonylamino-butyric acid

Guidance literature:: With hydrogen; palladium on activated charcoal; In methanol; ethyl acetate; for 3h; under 2068.6 Torr;
DOI:10.1021/jo9623696

Reference yield:

: 192211-84-0
(S)-2-(Benzyloxycarbonyl-methyl-amino)-3-(4-methoxy-phenyl)-propionic acid methyl ester

: 192211-69-1
(2S,3R)-3-[(S)-2-(Acetyl-methyl-amino)-3-(4-methoxy-phenyl)-propionyloxy]-2-tert-butoxycarbonylamino-butyric acid

Guidance literature:: Multi-step reaction with 5 steps

1: 91 percent / H₂ / Pd/C / methanol; ethyl acetate / 3 h / 2068.6 Torr

2: 87 percent / Et₃N / CH₂Cl₂ / 12 h

3: 94 percent / aq. LiOH / tetrahydrofuran / 6 h

4: 82 percent / Et₃N, DMAP, isopropenyl chloroformate / CH₂Cl₂ / 1 h / 0 °C

5: 91 percent / H₂ / Pd/C / methanol; ethyl acetate / 3 h / 2068.6 Torr

With dmap; lithium hydroxide; Isopropenyl chloroformate; hydrogen; triethylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate;
DOI:10.1021/jo9623696

Reference yield:

: 192211-85-1
(S)-2-(Acetyl-methyl-amino)-3-(4-methoxy-phenyl)-propionic acid methyl ester

: 192211-69-1
(2S,3R)-3-[(S)-2-(Acetyl-methyl-amino)-3-(4-methoxy-phenyl)-propionyloxy]-2-tert-butoxycarbonylamino-butyric acid

Guidance literature:: Multi-step reaction with 3 steps

1: 94 percent / aq. LiOH / tetrahydrofuran / 6 h

2: 82 percent / Et₃N, DMAP, isopropenyl chloroformate / CH₂Cl₂ / 1 h / 0 °C

3: 91 percent / H₂ / Pd/C / methanol; ethyl acetate / 3 h / 2068.6 Torr

With dmap; lithium hydroxide; Isopropenyl chloroformate; hydrogen; triethylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate;
DOI:10.1021/jo9623696