4-O-(tert-butyldiphenylsilyl)-N-<2-(2-propenyl)phenyl>-2,3,5-tri-O-benzyl-D-arabinamide

Base Information

• Chemical Name: 4-O-(tert-butyldiphenylsilyl)-N-<2-(2-propenyl)phenyl>-2,3,5-tri-O-benzyl-D-arabinamide
• CAS No.: 114877-85-9
• Molecular Formula: C₅₁H₅₅NO₅Si
• Molecular Weight: 790.087

Synonyms:4-O-(tert-butyldiphenylsilyl)-N-<2-(2-propenyl)phenyl>-2,3,5-tri-O-benzyl-D-arabinamide

Chemical Property of 4-O-(tert-butyldiphenylsilyl)-N-<2-(2-propenyl)phenyl>-2,3,5-tri-O-benzyl-D-arabinamide

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Technology Process of 4-O-(tert-butyldiphenylsilyl)-N-<2-(2-propenyl)phenyl>-2,3,5-tri-O-benzyl-D-arabinamide

There total 5 articles about 4-O-(tert-butyldiphenylsilyl)-N-<2-(2-propenyl)phenyl>-2,3,5-tri-O-benzyl-D-arabinamide 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: 99.0%

tert-butylchlorodiphenylsilane (58479-61-1) + N-<2-(2-propenyl)phenyl>-2,3,5-tri-O-benzyl-D-arabinamide (114877-82-6) → 4-O-(tert-butyldiphenylsilyl)-N-<2-(2-propenyl)phenyl>-2,3,5-tri-O-benzyl-D-arabinamide (114877-85-9)

Guidance literature:

With 1H-imidazole; dmap; In N,N-dimethyl-formamide; for 18h; Ambient temperature;

DOI:10.1021/jo00275a015

Reference yield:

tri-O-benzyl-D-arabinolactone (14233-64-8) → 4-O-(tert-butyldiphenylsilyl)-N-<2-(2-propenyl)phenyl>-2,3,5-tri-O-benzyl-D-arabinamide (114877-85-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 83 percent / Me₂AlCl / CH₂Cl₂ / 2 h / -20 °C

2: 99 percent / imidazole, 4-(dimethylamino)pyridine / dimethylformamide / 18 h / Ambient temperature

With 1H-imidazole; dmap; dimethylaluminum chloride; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jo00275a015

Reference yield:

2-allyl-phenylamine (32704-22-6) → 4-O-(tert-butyldiphenylsilyl)-N-<2-(2-propenyl)phenyl>-2,3,5-tri-O-benzyl-D-arabinamide (114877-85-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 83 percent / Me₂AlCl / CH₂Cl₂ / 2 h / -20 °C

2: 99 percent / imidazole, 4-(dimethylamino)pyridine / dimethylformamide / 18 h / Ambient temperature

With 1H-imidazole; dmap; dimethylaluminum chloride; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jo00275a015

upstream raw materials:

2-allyl-phenylamine

tert-butylchlorodiphenylsilane

N-<2-(2-propenyl)phenyl>-2,3,5-tri-O-benzyl-D-arabinamide

tri-O-benzyl-D-arabinolactone

Downstream raw materials:

2,3,5-tri-O-benzyl-4-O-(tert-butyldiphenylsilyl)-D-arabinonic acid

(2S,3S,4R)-2,3,5-Tris-benzyloxy-4-(tert-butyl-diphenyl-silanyloxy)-pentanoic acid

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