(2S,4RS,5RS,8S)-di-tert-butyl 4-tert-butyldimethylsiloxymethyl-5-hydroxy-2,8-di[N-(9-(9-phenylfluorenyl))amino]azelane

Base Information

• Chemical Name: (2S,4RS,5RS,8S)-di-tert-butyl 4-tert-butyldimethylsiloxymethyl-5-hydroxy-2,8-di[N-(9-(9-phenylfluorenyl))amino]azelane
• CAS No.: 331250-25-0
• Molecular Formula: C₆₂H₇₄N₂O₆Si
• Molecular Weight: 971.365
• Mol file: 331250-25-0.mol

Synonyms:(2S,4RS,5RS,8S)-di-tert-butyl 4-tert-butyldimethylsiloxymethyl-5-hydroxy-2,8-di[N-(9-(9-phenylfluorenyl))amino]azelane

Chemical Property of (2S,4RS,5RS,8S)-di-tert-butyl 4-tert-butyldimethylsiloxymethyl-5-hydroxy-2,8-di[N-(9-(9-phenylfluorenyl))amino]azelane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,4RS,5RS,8S)-di-tert-butyl 4-tert-butyldimethylsiloxymethyl-5-hydroxy-2,8-di[N-(9-(9-phenylfluorenyl))amino]azelane

There total 1 articles about (2S,4RS,5RS,8S)-di-tert-butyl 4-tert-butyldimethylsiloxymethyl-5-hydroxy-2,8-di[N-(9-(9-phenylfluorenyl))amino]azelane 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: 96.0%

tert-butyldimethylsilyl chloride (18162-48-6) + (2S,4RS,5RS,8S)-di-tert-butyl 4-hydroxymethyl-5-hydroxy-2,8-di[N-(9-(9-phenylfluorenyl))amino]azelane → (2S,4RS,5RS,8S)-di-tert-butyl 4-tert-butyldimethylsiloxymethyl-5-hydroxy-2,8-di[N-(9-(9-phenylfluorenyl))amino]azelane (331250-25-0)

Guidance literature:

With dmap; triethylamine; In dichloromethane; at 20 ℃; for 6h;

DOI:10.1021/jo001251t

Reference yield:

(2S,4RS,5RS,8S)-di-tert-butyl 4-tert-butyldimethylsiloxymethyl-5-hydroxy-2,8-di[N-(9-(9-phenylfluorenyl))amino]azelane (331250-25-0) → (2S,4R,8S)-di-tert-butyl 5-oxo-4-tert-butyldimethylsiloxymethyl-2,8-di[N-(9-(9-phenylfluorenyl))amino]azelane + (2S,4S,8S)-di-tert-butyl 5-oxo-4-tert-butyldimethylsiloxymethyl-2,8-di[N-(9-(9-phenylfluorenyl))amino]azelane

Guidance literature:

With oxalyl dichloride; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; In dichloromethane; at -60 - 20 ℃;

DOI:10.1021/jo001251t

Reference yield:

(2S,4RS,5RS,8S)-di-tert-butyl 4-tert-butyldimethylsiloxymethyl-5-hydroxy-2,8-di[N-(9-(9-phenylfluorenyl))amino]azelane (331250-25-0) → (1R,3S,6S,8aS)-6-tert-Butoxycarbonylamino-5-oxo-1-((R)-3,3,3-trifluoro-2-methoxy-2-phenyl-propionyloxymethyl)-octahydro-indolizine-3-carboxylic acid methyl ester

Guidance literature:

Multi-step reaction with 2 steps

1: 19 percent

2: TBTU; DIEA / acetonitrile / 6 h / 20 °C

With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; In acetonitrile;

DOI:10.1021/jo001251t

upstream raw materials:

tert-butyldimethylsilyl chloride