(1S)-1-allyl-1-O-t-butyldimethylsilyl-2-[(9-phenylfluoren-9-yl)-amino]-2-deoxy-3,4;5,6-di-O-isopropylidene-D-mannitol

Base Information

Chemical Name:(1S)-1-allyl-1-O-t-butyldimethylsilyl-2-[(9-phenylfluoren-9-yl)-amino]-2-deoxy-3,4;5,6-di-O-isopropylidene-D-mannitol
CAS No.:640773-09-7
Molecular Formula:C₄₀H₅₃NO₅Si
Molecular Weight:655.95
Hs Code.:

Synonyms:(1S)-1-allyl-1-O-t-butyldimethylsilyl-2-[(9-phenylfluoren-9-yl)-amino]-2-deoxy-3,4;5,6-di-O-isopropylidene-D-mannitol

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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 (1S)-1-allyl-1-O-t-butyldimethylsilyl-2-[(9-phenylfluoren-9-yl)-amino]-2-deoxy-3,4;5,6-di-O-isopropylidene-D-mannitol

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Technology Process of (1S)-1-allyl-1-O-t-butyldimethylsilyl-2-[(9-phenylfluoren-9-yl)-amino]-2-deoxy-3,4;5,6-di-O-isopropylidene-D-mannitol

There total 2 articles about (1S)-1-allyl-1-O-t-butyldimethylsilyl-2-[(9-phenylfluoren-9-yl)-amino]-2-deoxy-3,4;5,6-di-O-isopropylidene-D-mannitol 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: 98.0%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 640773-08-6
(1S)-1-allyl-2-[(9-phenylfluoren-9-yl)-amino]-2-deoxy-3,4;5,6-di-O-isopropylidene-D-mannitol

: 640773-09-7
(1S)-1-allyl-1-O-t-butyldimethylsilyl-2-[(9-phenylfluoren-9-yl)-amino]-2-deoxy-3,4;5,6-di-O-isopropylidene-D-mannitol

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; at 20 ℃; for 6h;
DOI:10.1055/s-2003-42423

Reference yield:

: 133473-13-9
2-<(9-phenylfluoren-9-yl)amino>-2-deoxy-3,4:5,6-di-O-isopropylidene-D-mannose

: 640773-09-7
(1S)-1-allyl-1-O-t-butyldimethylsilyl-2-[(9-phenylfluoren-9-yl)-amino]-2-deoxy-3,4;5,6-di-O-isopropylidene-D-mannitol

Guidance literature:: Multi-step reaction with 2 steps

1.1: In / tetrahydrofuran / Heating

1.2: (+)-cinchonine / tetrahydrofuran / 20 °C

1.3: 87 percent / tetrahydrofuran / 2 h / -78 °C

2.1: 98 percent / imidazole / dimethylformamide / 6 h / 20 °C

With 1H-imidazole; indium; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1055/s-2003-42423

Reference yield:

: 640773-09-7
(1S)-1-allyl-1-O-t-butyldimethylsilyl-2-[(9-phenylfluoren-9-yl)-amino]-2-deoxy-3,4;5,6-di-O-isopropylidene-D-mannitol

: (4S,5S)-4-(tert-Butyl-dimethyl-silanyloxy)-1-(9-phenyl-9H-fluoren-9-yl)-5-((4S,5R,4'R)-2,2,2',2'-tetramethyl-[4,4']bi[[1,3]dioxolanyl]-5-yl)-pyrrolidin-2-ol

Guidance literature:: (1S)-1-allyl-1-O-t-butyldimethylsilyl-2-[(9-phenylfluoren-9-yl)-amino]-2-deoxy-3,4;5,6-di-O-isopropylidene-D-mannitol; With ozone; In methanol; at -78 ℃;

With dimethylsulfide; In methanol; at -78 - 20 ℃; for 12h;
DOI:10.1055/s-2003-42423