benzyl 4C-[(tert-butoxycarbonyl)amino]methyl-2,3-di-O-(tert-butyldimethylsilyl)-4-deoxy-α-D-arabinopyranoside

Base Information

Chemical Name:benzyl 4C-[(tert-butoxycarbonyl)amino]methyl-2,3-di-O-(tert-butyldimethylsilyl)-4-deoxy-α-D-arabinopyranoside
CAS No.:958001-19-9
Molecular Formula:C₃₀H₅₅NO₆Si₂
Molecular Weight:581.941
Hs Code.:

Synonyms:benzyl 4C-[(tert-butoxycarbonyl)amino]methyl-2,3-di-O-(tert-butyldimethylsilyl)-4-deoxy-α-D-arabinopyranoside

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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 benzyl 4C-[(tert-butoxycarbonyl)amino]methyl-2,3-di-O-(tert-butyldimethylsilyl)-4-deoxy-α-D-arabinopyranoside

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of benzyl 4C-[(tert-butoxycarbonyl)amino]methyl-2,3-di-O-(tert-butyldimethylsilyl)-4-deoxy-α-D-arabinopyranoside

There total 5 articles about benzyl 4C-[(tert-butoxycarbonyl)amino]methyl-2,3-di-O-(tert-butyldimethylsilyl)-4-deoxy-α-D-arabinopyranoside 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: 85.0%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 478175-82-5
benzyl 4C-[(tert-butoxycarbonyl)amino]methyl-4-deoxy-α-D-arabinopyranoside

: 958001-19-9
benzyl 4C-[(tert-butoxycarbonyl)amino]methyl-2,3-di-O-(tert-butyldimethylsilyl)-4-deoxy-α-D-arabinopyranoside

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; at 75 ℃; for 96h;
DOI:10.1071/CH06241

Reference yield:

: 770735-90-5
benzyl 4-C-cyano-4-deoxy-α-D-arabinoside

: 958001-19-9
benzyl 4C-[(tert-butoxycarbonyl)amino]methyl-2,3-di-O-(tert-butyldimethylsilyl)-4-deoxy-α-D-arabinopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1.1: AlH₃ / tetrahydrofuran / 0 °C

1.2: 85 percent / NaOH / H₂O; tetrahydrofuran / 5 h / 20 °C

2.1: 85 percent / imidazole / dimethylformamide / 96 h / 75 °C

With 1H-imidazole; aluminium hydride; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1071/CH06241

Reference yield:

: 478175-66-5
benzyl 2,3-O-isopropylidene-β-L-xylopyranoside

: 958001-19-9
benzyl 4C-[(tert-butoxycarbonyl)amino]methyl-2,3-di-O-(tert-butyldimethylsilyl)-4-deoxy-α-D-arabinopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1.1: 90 percent / lithium bis(trimethylsilyl)amide / tetrahydrofuran / 1 h / -30 - 20 °C

2.1: 80 percent / Bu₄NF / acetonitrile

3.1: 90 percent / camphor-10-sulfonic acid / methanol

4.1: AlH₃ / tetrahydrofuran / 0 °C

4.2: 85 percent / NaOH / H₂O; tetrahydrofuran / 5 h / 20 °C

5.1: 85 percent / imidazole / dimethylformamide / 96 h / 75 °C

With 1H-imidazole; aluminium hydride; camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; lithium hexamethyldisilazane; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1071/CH06241