(2S)-benzyloxycarbonylamino-4,4-bis-tert-butyloxycarbonylhexanedioic acid 6-tert-butyl ester

Base Information

Chemical Name:(2S)-benzyloxycarbonylamino-4,4-bis-tert-butyloxycarbonylhexanedioic acid 6-tert-butyl ester
CAS No.:912354-35-9
Molecular Formula:C₂₈H₄₁NO₁₀
Molecular Weight:551.634
Hs Code.:

Synonyms:(2S)-benzyloxycarbonylamino-4,4-bis-tert-butyloxycarbonylhexanedioic acid 6-tert-butyl ester

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Chemical Property of (2S)-benzyloxycarbonylamino-4,4-bis-tert-butyloxycarbonylhexanedioic acid 6-tert-butyl ester

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Technology Process of (2S)-benzyloxycarbonylamino-4,4-bis-tert-butyloxycarbonylhexanedioic acid 6-tert-butyl ester

There total 9 articles about (2S)-benzyloxycarbonylamino-4,4-bis-tert-butyloxycarbonylhexanedioic acid 6-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: 90.0%

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

: 912354-35-9
(2S)-benzyloxycarbonylamino-4,4-bis-tert-butyloxycarbonylhexanedioic acid 6-tert-butyl ester

Guidance literature:: With sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; In water; tert-butyl alcohol;
DOI:10.1021/jo061037q

Reference yield:

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

: 912354-35-9
(2S)-benzyloxycarbonylamino-4,4-bis-tert-butyloxycarbonylhexanedioic acid 6-tert-butyl ester

Guidance literature:: Multi-step reaction with 5 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

5.1: 90 percent / NaClO₂; 2-methyl-2-butene; NaH₂PO₄ / 2-methyl-propan-2-ol; H₂O

With sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; bismuth(III) bromide; hydrogen; sodium hexamethyldisilazane; Dess-Martin periodane; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; water; acetonitrile; tert-butyl alcohol; 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

: 912354-35-9
(2S)-benzyloxycarbonylamino-4,4-bis-tert-butyloxycarbonylhexanedioic acid 6-tert-butyl ester

Guidance literature:: Multi-step reaction with 6 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

6.1: 90 percent / NaClO₂; 2-methyl-2-butene; NaH₂PO₄ / 2-methyl-propan-2-ol; H₂O

With N,N,N,N,N,N-hexamethylphosphoric triamide; sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; bismuth(III) bromide; hydrogen; sodium hexamethyldisilazane; Dess-Martin periodane; lithium diisopropyl amide; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; water; acetonitrile; tert-butyl alcohol; 5.1: Dess-Martin oxidation;
DOI:10.1021/jo061037q