3,6-anhydro-7,8-dideoxy-8-[(diphenoxyphosphoryl)amino]-1,2:4,5-di-O-isopropylidene-D-glycero-D-manno-octitol

Base Information

• Chemical Name: 3,6-anhydro-7,8-dideoxy-8-[(diphenoxyphosphoryl)amino]-1,2:4,5-di-O-isopropylidene-D-glycero-D-manno-octitol
• CAS No.: 952046-74-1
• Molecular Formula: C₂₆H₃₄NO₈P
• Molecular Weight: 519.532
• Mol file: 952046-74-1.mol

Synonyms:3,6-anhydro-7,8-dideoxy-8-[(diphenoxyphosphoryl)amino]-1,2:4,5-di-O-isopropylidene-D-glycero-D-manno-octitol

Chemical Property of 3,6-anhydro-7,8-dideoxy-8-[(diphenoxyphosphoryl)amino]-1,2:4,5-di-O-isopropylidene-D-glycero-D-manno-octitol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3,6-anhydro-7,8-dideoxy-8-[(diphenoxyphosphoryl)amino]-1,2:4,5-di-O-isopropylidene-D-glycero-D-manno-octitol

There total 2 articles about 3,6-anhydro-7,8-dideoxy-8-[(diphenoxyphosphoryl)amino]-1,2:4,5-di-O-isopropylidene-D-glycero-D-manno-octitol 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:

C14H25NO5 + chlorophosphoric acid diphenyl ester (2524-64-3) → 3,6-anhydro-7,8-dideoxy-8-[(diphenoxyphosphoryl)amino]-1,2:4,5-di-O-isopropylidene-D-glycero-D-manno-octitol (952046-74-1)

Guidance literature:

With TEA; In dichloromethane; at 20 ℃; for 2h;

DOI:10.1016/j.tetlet.2007.06.152

Reference yield:

C14H23N3O5 → 3,6-anhydro-7,8-dideoxy-8-[(diphenoxyphosphoryl)amino]-1,2:4,5-di-O-isopropylidene-D-glycero-D-manno-octitol (952046-74-1)

Guidance literature:

Multi-step reaction with 2 steps

1: LiAlH₄ / tetrahydrofuran / Heating

2: TEA / CH₂Cl₂ / 2 h / 20 °C

With lithium aluminium tetrahydride; TEA; In tetrahydrofuran; dichloromethane;

DOI:10.1016/j.tetlet.2007.06.152

Reference yield: 64.0%

3,6-anhydro-7,8-dideoxy-8-[(diphenoxyphosphoryl)amino]-1,2:4,5-di-O-isopropylidene-D-glycero-D-manno-octitol (952046-74-1) → (4R)-1,4-anhydro-1,2-dideoxy-1-[(diphenoxyphosphoryl)amino]-4,5:7,8-di-O-isopropylidene-D-manno-oct-4-ulofuranose

Guidance literature:

With [bis(acetoxy)iodo]benzene; iodine; sodium hydrogencarbonate; In acetonitrile; at 40 ℃; for 12h; Irradiation;

DOI:10.1016/j.tetlet.2007.06.152

upstream raw materials:

chlorophosphoric acid diphenyl ester