(2R)-3,3-dimethyl-4-hydroxy-2-<(9-phenylfluoren-9-yl)amino>butyric acid methyl ester

Base Information

Chemical Name:(2R)-3,3-dimethyl-4-hydroxy-2-<(9-phenylfluoren-9-yl)amino>butyric acid methyl ester
CAS No.:230973-46-3
Molecular Formula:C₂₆H₂₇NO₃
Molecular Weight:401.505
Hs Code.:

Synonyms:(2R)-3,3-dimethyl-4-hydroxy-2-<(9-phenylfluoren-9-yl)amino>butyric acid methyl ester

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Chemical Property of (2R)-3,3-dimethyl-4-hydroxy-2-<(9-phenylfluoren-9-yl)amino>butyric acid methyl ester

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Technology Process of (2R)-3,3-dimethyl-4-hydroxy-2-<(9-phenylfluoren-9-yl)amino>butyric acid methyl ester

There total 1 articles about (2R)-3,3-dimethyl-4-hydroxy-2-<(9-phenylfluoren-9-yl)amino>butyric acid methyl 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: 24.0%

: 230973-45-2
dimethyl-N^α-(9-phenylfluoren-9-yl)-3,3-dimethyl-D-aspartate

: (2R)-3,3-dimethyl-4-hydroxy-2-<(9-phenylfluoren-9-yl)amino>butyric acid β-lactone

: 230973-46-3
(2R)-3,3-dimethyl-4-hydroxy-2-<(9-phenylfluoren-9-yl)amino>butyric acid methyl ester

Guidance literature:: With diisobutylaluminium hydride; In hexane; dichloromethane; at -40 ℃; for 3h;
DOI:10.1021/jo982474a

Reference yield:

: 230973-46-3
(2R)-3,3-dimethyl-4-hydroxy-2-<(9-phenylfluoren-9-yl)amino>butyric acid methyl ester

: N^α-tert-butyloxycarbonyl-O-tert-butyltyrosinyl-N^δ-benzyloxycarbonyl-3,3-dimethyl-D-ornithine-methyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: Dess-Martin periodinane / 2 h / Ambient temperature

2: 1.) NaH / 1.) DME, 0 deg C, 15 min, 2.) DME, room temperature, 3 h

3: 91 percent / Mg, MeOH / 3 h

4: 1.) NaOH, 2.) NaOH / 2.) Pd/C / 1.) MeOH, reflux, 6 h, 2.) MeOH, EtOAc, 2 atm. 40 h

5: 56 percent / DPPA, TEA / toluene / 22 h / Heating

6: 1.) TFA, 2.) HOAt, NMM, EDC / 1.) CH₂Cl₂, room temperature, 1 h, 2.) DMF, room temperature, 18 h

With 4-methyl-morpholine; methanol; sodium hydroxide; 1-hydroxy-7-aza-benzotriazole; TEA; diphenyl-phosphinic acid; sodium hydride; Dess-Martin periodane; magnesium; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; trifluoroacetic acid; palladium on activated charcoal; In toluene;
DOI:10.1021/jo982474a

Reference yield:

: 230973-46-3
(2R)-3,3-dimethyl-4-hydroxy-2-<(9-phenylfluoren-9-yl)amino>butyric acid methyl ester

: 230973-37-2
N^α-tert-butyloxycarbonyl-N^δ-benzyloxycarbonyl-3,3-dimethyl-D-ornithine-methyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: Dess-Martin periodinane / 2 h / Ambient temperature

2: 1.) NaH / 1.) DME, 0 deg C, 15 min, 2.) DME, room temperature, 3 h

3: 91 percent / Mg, MeOH / 3 h

4: 1.) NaOH, 2.) NaOH / 2.) Pd/C / 1.) MeOH, reflux, 6 h, 2.) MeOH, EtOAc, 2 atm. 40 h

5: 56 percent / DPPA, TEA / toluene / 22 h / Heating

With methanol; sodium hydroxide; TEA; diphenyl-phosphinic acid; sodium hydride; Dess-Martin periodane; magnesium; palladium on activated charcoal; In toluene;
DOI:10.1021/jo982474a