dimethyl-N^α-(9-phenylfluoren-9-yl)-3,3-dimethyl-γ,δ-dehydro-D-homoglutamate

Base Information

• Chemical Name: dimethyl-N^α-(9-phenylfluoren-9-yl)-3,3-dimethyl-γ,δ-dehydro-D-homoglutamate
• CAS No.: 230973-49-6
• Molecular Formula: C₂₉H₂₉NO₄
• Molecular Weight: 455.554

Synonyms:dimethyl-N^α-(9-phenylfluoren-9-yl)-3,3-dimethyl-γ,δ-dehydro-D-homoglutamate

Chemical Property of dimethyl-N^α-(9-phenylfluoren-9-yl)-3,3-dimethyl-γ,δ-dehydro-D-homoglutamate

Chemical Property:

Purity/Quality:

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Technology Process of dimethyl-N^α-(9-phenylfluoren-9-yl)-3,3-dimethyl-γ,δ-dehydro-D-homoglutamate

There total 3 articles about dimethyl-N^α-(9-phenylfluoren-9-yl)-3,3-dimethyl-γ,δ-dehydro-D-homoglutamate 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:

dimethyl-Nα-(9-phenylfluoren-9-yl)-3,3-dimethyl-D-aspartate (230973-45-2) → dimethyl-Nα-(9-phenylfluoren-9-yl)-3,3-dimethyl-γ,δ-dehydro-D-homoglutamate (230973-49-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 65 percent / DIBAL-H / CH₂Cl₂; hexane / 3 h / -40 °C

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

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

With sodium hydride; diisobutylaluminium hydride; Dess-Martin periodane; In hexane; dichloromethane;

DOI:10.1021/jo982474a

Reference yield:

(2R)-3,3-dimethyl-4-hydroxy-2-<(9-phenylfluoren-9-yl)amino>butyric acid methyl ester (230973-46-3) → dimethyl-Nα-(9-phenylfluoren-9-yl)-3,3-dimethyl-γ,δ-dehydro-D-homoglutamate (230973-49-6)

Guidance literature:

Multi-step reaction with 2 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

With sodium hydride; Dess-Martin periodane;

DOI:10.1021/jo982474a

Reference yield:

Methyl diethylphosphonoacetate (1067-74-9) + (2R)-3,3-dimethyl-4-oxo-2-<(9-phenylfluoren-9-yl)amino>butyric acid methyl ester (230973-48-5) → dimethyl-Nα-(9-phenylfluoren-9-yl)-3,3-dimethyl-γ,δ-dehydro-D-homoglutamate (230973-49-6)

Guidance literature:

With sodium hydride; Yield given; Multistep reaction; 1.) DME, 0 deg C, 15 min, 2.) DME, room temperature, 3 h;

DOI:10.1021/jo982474a

upstream raw materials:

Methyl diethylphosphonoacetate

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

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 methyl ester

Downstream raw materials:

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

N^α-benzyloxycarbonyl-N^ε-tert-butyloxycarbonyl-3,3-dimethyl-D-lysine methyl ester

N^α-benzyloxycarbonyl-N^ε-tert-butyloxycarbonyl-3,3-dimethyl-D-lysine

methyl-(2R)-6-azido-3,3-dimethyl-2-<(9-phenylfluoren-9-yl)amino>-4-hexenoate

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