((S)-Benzyloxy-(R)-1,4-dioxa-spiro[4.5]dec-2-yl-methyl)-phosphonic acid diethyl ester

Base Information

• Chemical Name: ((S)-Benzyloxy-(R)-1,4-dioxa-spiro[4.5]dec-2-yl-methyl)-phosphonic acid diethyl ester
• CAS No.: 461044-88-2
• Molecular Formula: C₂₀H₃₁O₆P
• Molecular Weight: 398.436
• Mol file: 461044-88-2.mol

Synonyms:((S)-Benzyloxy-(R)-1,4-dioxa-spiro[4.5]dec-2-yl-methyl)-phosphonic acid diethyl ester

Chemical Property of ((S)-Benzyloxy-(R)-1,4-dioxa-spiro[4.5]dec-2-yl-methyl)-phosphonic acid diethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ((S)-Benzyloxy-(R)-1,4-dioxa-spiro[4.5]dec-2-yl-methyl)-phosphonic acid diethyl ester

There total 1 articles about ((S)-Benzyloxy-(R)-1,4-dioxa-spiro[4.5]dec-2-yl-methyl)-phosphonic acid diethyl 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: 95.0%

benzyl bromide (100-39-0) + diethyl (1S,2R)-2,3-O-cyclohexylidiene-1,2,3-trihydroxypropylphosphonate (210040-44-1) → ((S)-Benzyloxy-(R)-1,4-dioxa-spiro[4.5]dec-2-yl-methyl)-phosphonic acid diethyl ester (461044-88-2)

Guidance literature:

With 4 A molecular sieve; silver(l) oxide; In dichloromethane; at 20 ℃; for 24h;

DOI:10.1016/j.tetasy.2007.09.003

Reference yield: 84.0%

((S)-Benzyloxy-(R)-1,4-dioxa-spiro[4.5]dec-2-yl-methyl)-phosphonic acid diethyl ester (461044-88-2) → ((1S,2R)-1-Benzyloxy-2,3-dihydroxy-propyl)-phosphonic acid diethyl ester (461044-90-6)

Guidance literature:

With acetic acid; at 20 ℃; for 20h;

DOI:10.1016/j.tetasy.2007.09.003

Reference yield:

((S)-Benzyloxy-(R)-1,4-dioxa-spiro[4.5]dec-2-yl-methyl)-phosphonic acid diethyl ester (461044-88-2) → diethyl (1S,2R)-1-benzyloxy-3-hydroxy-2-mezyloxypropylphosphonate (959596-45-3)

Guidance literature:

Multi-step reaction with 4 steps

1: 84 percent / acetic acid / 20 h / 20 °C

2: 92 percent / triethylamine; 4-(dimethylamino)pyridine / CH₂Cl₂ / 20 h / 20 °C

3: 80 percent / triethylamine; 4-(dimethylamino)pyridine / CH₂Cl₂ / 20 h / 20 °C

4: 97 percent / TsOH / ethanol / 20 h / 20 °C / pH 3

With dmap; toluene-4-sulfonic acid; acetic acid; triethylamine; In ethanol; dichloromethane;

DOI:10.1016/j.tetasy.2007.09.003

upstream raw materials:

benzyl bromide

diethyl (1S,2R)-2,3-O-cyclohexylidiene-1,2,3-trihydroxypropylphosphonate

Downstream raw materials:

((1S,2R)-1-Benzyloxy-2,3-dihydroxy-propyl)-phosphonic acid diethyl ester

diethyl (1S,2R)-1-benzyloxy-3-hydroxy-2-mezyloxypropylphosphonate

diethyl (1S,2S)-2,3-epoxy-1-benzyloxy-3-hydroxypropylphosphonate

diethyl (1S,2S)-3-(dibenzylamino)-1-benzyloxy-2-hydroxypropylphosphonate