methyl (2S,3S)-3,4-bis-p-toluenesulfonyloxy-2-(9'-phenylfluoren-9'-ylamino)butyrate

Base Information

Chemical Name:methyl (2S,3S)-3,4-bis-p-toluenesulfonyloxy-2-(9'-phenylfluoren-9'-ylamino)butyrate
CAS No.:306972-08-7
Molecular Formula:C₃₈H₃₅NO₈S₂
Molecular Weight:697.83
Hs Code.:

Synonyms:methyl (2S,3S)-3,4-bis-p-toluenesulfonyloxy-2-(9'-phenylfluoren-9'-ylamino)butyrate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of methyl (2S,3S)-3,4-bis-p-toluenesulfonyloxy-2-(9'-phenylfluoren-9'-ylamino)butyrate

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Technology Process of methyl (2S,3S)-3,4-bis-p-toluenesulfonyloxy-2-(9'-phenylfluoren-9'-ylamino)butyrate

There total 2 articles about methyl (2S,3S)-3,4-bis-p-toluenesulfonyloxy-2-(9'-phenylfluoren-9'-ylamino)butyrate 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: 83.0%

: 98-59-9
p-toluenesulfonyl chloride

: 306972-06-5
methyl (2S,3S)-3,4-dihydroxy-2-(9'-phenylfluoren-9'-ylamino)butyrate

: 306972-08-7
methyl (2S,3S)-3,4-bis-p-toluenesulfonyloxy-2-(9'-phenylfluoren-9'-ylamino)butyrate

Guidance literature:: With pyridine; dmap; In dichloromethane; at 20 ℃; for 10h;
DOI:10.1021/jo000732+

Reference yield:

: 144331-15-7
(2S,3S)-Dimethyl N-(9'-phenylfluoren-9'-yl)-3-hydroxyaspartate

: 306972-08-7
methyl (2S,3S)-3,4-bis-p-toluenesulfonyloxy-2-(9'-phenylfluoren-9'-ylamino)butyrate

Guidance literature:: Multi-step reaction with 2 steps

1.1: BH₃*SMe₂ / tetrahydrofuran / 0.5 h / 20 °C

1.2: 88 percent / NaBH₄ / tetrahydrofuran / 46 h / 20 °C

2.1: 83 percent / DMAP; pyridine / CH₂Cl₂ / 10 h / 20 °C

With pyridine; dmap; dimethylsulfide borane complex; In tetrahydrofuran; dichloromethane; 1.1: Addition / 1.2: Reduction / 2.1: Tosylation;
DOI:10.1021/jo000732+