2-(2-benzyloxycarbonylamino-3-oxo-propyl)-2-tert-butoxycarbonyl-succinic acid di-tert-butyl ester

Base Information

Chemical Name:2-(2-benzyloxycarbonylamino-3-oxo-propyl)-2-tert-butoxycarbonyl-succinic acid di-tert-butyl ester
CAS No.:945034-94-6
Molecular Formula:C₂₈H₄₁NO₉
Molecular Weight:535.635
Hs Code.:

2-(2-benzyloxycarbonylamino-3-oxo-propyl)-2-<i>tert</i>-butoxycarbonyl-succinic acid di-<i>tert</i>-butyl ester

Synonyms:2-(2-benzyloxycarbonylamino-3-oxo-propyl)-2-tert-butoxycarbonyl-succinic acid di-tert-butyl ester

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Chemical Property of 2-(2-benzyloxycarbonylamino-3-oxo-propyl)-2-tert-butoxycarbonyl-succinic acid di-tert-butyl ester

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Technology Process of 2-(2-benzyloxycarbonylamino-3-oxo-propyl)-2-tert-butoxycarbonyl-succinic acid di-tert-butyl ester

There total 8 articles about 2-(2-benzyloxycarbonylamino-3-oxo-propyl)-2-tert-butoxycarbonyl-succinic acid di-tert-butyl 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:

: 912354-33-7
(5S)-benzyloxycarbonylamino-3,3-bis-tert-butyloxycarbonyl-6-hydroxyhexanoic acid tert-butyl ester

: 945034-94-6
2-(2-benzyloxycarbonylamino-3-oxo-propyl)-2-tert-butoxycarbonyl-succinic acid di-tert-butyl ester

Guidance literature:: With Dess-Martin periodane; In dichloromethane; at 20 ℃; for 0.666667h;
DOI:10.1021/jo061037q

Reference yield:

: 873310-64-6
2S-(3-benzyloxycarbonyl-2,2-dimethyloxazolidin-4-ylmethylene)-malonic acid di-tert-butyl ester

: 945034-94-6
2-(2-benzyloxycarbonylamino-3-oxo-propyl)-2-tert-butoxycarbonyl-succinic acid di-tert-butyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: 90 percent / H₂ / Pd/C / methanol

2.1: NaHMDS / tetrahydrofuran / 0.67 h / -78 °C

2.2: 90 percent / tetrahydrofuran / 5 h / -78 °C

3.1: 93 percent / BiBr₃ / acetonitrile; H₂O / 10 h / 20 °C

4.1: Dess-Martin periodinane / CH₂Cl₂ / 0.67 h / 20 °C

With bismuth(III) bromide; hydrogen; sodium hexamethyldisilazane; Dess-Martin periodane; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; water; acetonitrile; 4.1: Dess-Martin oxidation;
DOI:10.1021/jo061037q

Reference yield:

: 133464-37-6
(4R)-4-formyl-2,2-dimethyloxazolidine-3-carboxylic acid benzyl ester

: 945034-94-6
2-(2-benzyloxycarbonylamino-3-oxo-propyl)-2-tert-butoxycarbonyl-succinic acid di-tert-butyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: LDA; HMPA / tetrahydrofuran / -78 °C

1.2: 80 percent / Ac₂O; DMAP; pyridine

2.1: 90 percent / H₂ / Pd/C / methanol

3.1: NaHMDS / tetrahydrofuran / 0.67 h / -78 °C

3.2: 90 percent / tetrahydrofuran / 5 h / -78 °C

4.1: 93 percent / BiBr₃ / acetonitrile; H₂O / 10 h / 20 °C

5.1: Dess-Martin periodinane / CH₂Cl₂ / 0.67 h / 20 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; bismuth(III) bromide; hydrogen; sodium hexamethyldisilazane; Dess-Martin periodane; lithium diisopropyl amide; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; water; acetonitrile; 5.1: Dess-Martin oxidation;
DOI:10.1021/jo061037q