[(4R,5R)-2,2-dimethyl-5-[[(phenylmethoxy)amino]carbonyl]-1,3-dioxolan-4-yl]methylphosphoric acid, bis(phenylmethyl) ester

Base Information

• Chemical Name: [(4R,5R)-2,2-dimethyl-5-[[(phenylmethoxy)amino]carbonyl]-1,3-dioxolan-4-yl]methylphosphoric acid, bis(phenylmethyl) ester
• CAS No.: 1310379-75-9
• Molecular Formula: C₂₈H₃₂NO₇P
• Molecular Weight: 525.538
• Mol file: 1310379-75-9.mol

Synonyms:[(4R,5R)-2,2-dimethyl-5-[[(phenylmethoxy)amino]carbonyl]-1,3-dioxolan-4-yl]methylphosphoric acid, bis(phenylmethyl) ester

Chemical Property of [(4R,5R)-2,2-dimethyl-5-[[(phenylmethoxy)amino]carbonyl]-1,3-dioxolan-4-yl]methylphosphoric acid, bis(phenylmethyl) ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [(4R,5R)-2,2-dimethyl-5-[[(phenylmethoxy)amino]carbonyl]-1,3-dioxolan-4-yl]methylphosphoric acid, bis(phenylmethyl) ester

There total 3 articles about [(4R,5R)-2,2-dimethyl-5-[[(phenylmethoxy)amino]carbonyl]-1,3-dioxolan-4-yl]methylphosphoric acid, bis(phenylmethyl) ester 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:

Dibenzyl N,N-diisopropylphosphoramidite (108549-23-1) + (4R,5R)-5-(hydroxymethyl)-2,2-dimethyl-N-(phenylmethoxy)-1,3-dioxolane-4-carboxamide (717920-96-2) → [(4R,5R)-2,2-dimethyl-5-[[(phenylmethoxy)amino]carbonyl]-1,3-dioxolan-4-yl]methylphosphoric acid, bis(phenylmethyl) ester (1310379-75-9)

Guidance literature:

With 1H-tetrazole; In acetonitrile; at 25 ℃; for 1h; Inert atmosphere;

DOI:10.1016/j.bmcl.2010.12.066

Reference yield:

N-benzyl hydroxylalmine (622-30-0) → [(4R,5R)-2,2-dimethyl-5-[[(phenylmethoxy)amino]carbonyl]-1,3-dioxolan-4-yl]methylphosphoric acid, bis(phenylmethyl) ester (1310379-75-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: dichloromethane / 0.5 h / 25 °C

1.2: 3.33 h / 25 °C / Cooling with ice

2.1: 1H-tetrazole / acetonitrile / 1 h / 25 °C / Inert atmosphere

With 1H-tetrazole; In dichloromethane; acetonitrile;

DOI:10.1016/j.bmcl.2010.12.066

Reference yield:

D-erythronolactone acetonide (25581-41-3) → [(4R,5R)-2,2-dimethyl-5-[[(phenylmethoxy)amino]carbonyl]-1,3-dioxolan-4-yl]methylphosphoric acid, bis(phenylmethyl) ester (1310379-75-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: dichloromethane / 0.5 h / 25 °C

1.2: 3.33 h / 25 °C / Cooling with ice

2.1: 1H-tetrazole / acetonitrile / 1 h / 25 °C / Inert atmosphere

With 1H-tetrazole; In dichloromethane; acetonitrile;

DOI:10.1016/j.bmcl.2010.12.066

upstream raw materials:

D-erythronolactone acetonide

Dibenzyl N,N-diisopropylphosphoramidite

(4R,5R)-5-(hydroxymethyl)-2,2-dimethyl-N-(phenylmethoxy)-1,3-dioxolane-4-carboxamide

N-benzyl hydroxylalmine

Downstream raw materials:

Phosphoric acid dibenzyl ester (4R,5R)-5-benzyloxycarbamoyl-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl ester