benzyl 4-[N-tert-butoxycarbonyl-N-di(tert-butoxycarbonyl)-amino]amino-4-deoxy-2,3-O-isopropylidene-α-D-arabinopyranoside

Base Information

• Chemical Name: benzyl 4-[N-tert-butoxycarbonyl-N-di(tert-butoxycarbonyl)-amino]amino-4-deoxy-2,3-O-isopropylidene-α-D-arabinopyranoside
• CAS No.: 958001-24-6
• Molecular Formula: C₃₀H₄₆N₂O₁₀
• Molecular Weight: 594.703
• Mol file: 958001-24-6.mol

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

Chemical Property of benzyl 4-[N-tert-butoxycarbonyl-N-di(tert-butoxycarbonyl)-amino]amino-4-deoxy-2,3-O-isopropylidene-α-D-arabinopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 2 articles about benzyl 4-[N-tert-butoxycarbonyl-N-di(tert-butoxycarbonyl)-amino]amino-4-deoxy-2,3-O-isopropylidene-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: 89.0%

tri-tert-butyl hydrazine-1,1,2-tricarboxylate (185456-26-2) + benzyl 4-O-(imidazol-1-ylsulfonyl)-2,3-O-isopropylidene-β-L-xylopyranoside (478175-76-7) → benzyl 4-[N-tert-butoxycarbonyl-N-di(tert-butoxycarbonyl)-amino]amino-4-deoxy-2,3-O-isopropylidene-α-D-arabinopyranoside (958001-24-6)

Guidance literature:

With lithium hexamethyldisilazane; In tetrahydrofuran; for 14h; Heating;

DOI:10.1071/CH06241

Reference yield:

benzyl 2,3-O-isopropylidene-β-L-xylopyranoside (478175-66-5) → benzyl 4-[N-tert-butoxycarbonyl-N-di(tert-butoxycarbonyl)-amino]amino-4-deoxy-2,3-O-isopropylidene-α-D-arabinopyranoside (958001-24-6)

Guidance literature:

Multi-step reaction with 2 steps

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

2: 89 percent / lithium bis(trimethylsilyl)amide / tetrahydrofuran / 14 h / Heating

With lithium hexamethyldisilazane; In tetrahydrofuran;

DOI:10.1071/CH06241

Reference yield: 89.0%

benzyl 4-[N-tert-butoxycarbonyl-N-di(tert-butoxycarbonyl)-amino]amino-4-deoxy-2,3-O-isopropylidene-α-D-arabinopyranoside (958001-24-6) → benzyl 4-[N-tert-butoxycarbonyl-N-di(tert-butoxycarbonyl)-amino]amino-4-deoxy-α-D-arabinopyranoside (958001-25-7)

Guidance literature:

With pyridinium p-toluenesulfonate; In methanol; for 2h; Heating;

DOI:10.1071/CH06241

upstream raw materials:

tri-tert-butyl hydrazine-1,1,2-tricarboxylate

benzyl 4-O-(imidazol-1-ylsulfonyl)-2,3-O-isopropylidene-β-L-xylopyranoside

benzyl 2,3-O-isopropylidene-β-L-xylopyranoside

Downstream raw materials:

benzyl 4-[N-tert-butoxycarbonyl-N-di(tert-butoxycarbonyl)-amino]amino-4-deoxy-α-D-arabinopyranoside

benzyl 4-[N-tert-butoxycarbonyl-N-(tert-butoxycarbonyl)-amino]amino-4-deoxy-α-D-arabinopyranoside