(2R,6R,7R,9R,14R,15R)-dimethyl 2,9-diphenyl-1,8,13,16-tetraoxadispiro-[5.0.5.4]hexadecane-14,15-dicarboxylate

Base Information

• Chemical Name: (2R,6R,7R,9R,14R,15R)-dimethyl 2,9-diphenyl-1,8,13,16-tetraoxadispiro-[5.0.5.4]hexadecane-14,15-dicarboxylate
• CAS No.: 303988-73-0
• Molecular Formula: C₂₈H₃₂O₈
• Molecular Weight: 496.557
• Mol file: 303988-73-0.mol

Synonyms:(2R,6R,7R,9R,14R,15R)-dimethyl 2,9-diphenyl-1,8,13,16-tetraoxadispiro-[5.0.5.4]hexadecane-14,15-dicarboxylate

Chemical Property of (2R,6R,7R,9R,14R,15R)-dimethyl 2,9-diphenyl-1,8,13,16-tetraoxadispiro-[5.0.5.4]hexadecane-14,15-dicarboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,6R,7R,9R,14R,15R)-dimethyl 2,9-diphenyl-1,8,13,16-tetraoxadispiro-[5.0.5.4]hexadecane-14,15-dicarboxylate

There total 1 articles about (2R,6R,7R,9R,14R,15R)-dimethyl 2,9-diphenyl-1,8,13,16-tetraoxadispiro-[5.0.5.4]hexadecane-14,15-dicarboxylate 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: 69.0%

dimethyl L-tartrate (608-68-4) + <2R,2'R> 2,2-diphenyl-3,3',4,4'-tetrahydro-6,6'-bi-2H-pyran (154859-08-2) → (2R,6R,7R,9R,14R,15R)-dimethyl 2,9-diphenyl-1,8,13,16-tetraoxadispiro-[5.0.5.4]hexadecane-14,15-dicarboxylate (303988-73-0)

Guidance literature:

dimethyl L-tartrate; With hydrogenchloride; In diethyl ether; at 0 ℃; for 0.666667h;

<2R,2'R> 2,2-diphenyl-3,3',4,4'-tetrahydro-6,6'-bi-2H-pyran; In tetrahydrofuran; diethyl ether; at 0 - 10 ℃; for 5h;

DOI:10.1016/S0040-4020(00)00607-4

Reference yield: 53.0%

(2R,6R,7R,9R,14R,15R)-dimethyl 2,9-diphenyl-1,8,13,16-tetraoxadispiro-[5.0.5.4]hexadecane-14,15-dicarboxylate (303988-73-0) → (2R,6R,7R,9R)-dimethyl 2,9-diphenyl-1,8,13,16-tetraoxadispiro-[5.0.5.4]hexadec-14-ene-14,15-dicarboxylate (303988-74-1)

Guidance literature:

(2R,6R,7R,9R,14R,15R)-dimethyl 2,9-diphenyl-1,8,13,16-tetraoxadispiro-[5.0.5.4]hexadecane-14,15-dicarboxylate; With 2,2,6,6-tetramethylpiperidinyl-lithium; In tetrahydrofuran; at -78 ℃; for 2h;

With iodine; In tetrahydrofuran; at -78 - 20 ℃; for 16h;

DOI:10.1016/S0040-4020(00)00607-4

Reference yield:

(2R,6R,7R,9R,14R,15R)-dimethyl 2,9-diphenyl-1,8,13,16-tetraoxadispiro-[5.0.5.4]hexadecane-14,15-dicarboxylate (303988-73-0) → (2R,6R,7R,9R)-2,9-diphenyl-1,8,13,16-tetraoxadispiro-[5.0.5.4]hexadec-14-ene-14,15-dinitrile (303988-75-2)

Guidance literature:

Multi-step reaction with 3 steps

1.1: lithium 2,2,6,6-tetramethylpiperidine / tetrahydrofuran / 2 h / -78 °C

1.2: 53 percent / I₂ / tetrahydrofuran / 16 h / -78 - 20 °C

2.1: 100 percent / NH₃ / methanol; tetrahydrofuran / 96 h / 20 °C

3.1: 95 percent / trifluoroacetic anhydride; pyridine / -30 - 20 °C

With pyridine; 2,2,6,6-tetramethylpiperidinyl-lithium; ammonia; trifluoroacetic anhydride; In tetrahydrofuran; methanol; 1.1: deprotonation / 1.2: Iodination / 2.1: Substitution / 3.1: Dehydration;

DOI:10.1016/S0040-4020(00)00607-4

upstream raw materials:

dimethyl L-tartrate

<2R,2'R> 2,2-diphenyl-3,3',4,4'-tetrahydro-6,6'-bi-2H-pyran

Downstream raw materials:

(2R,6R,7R,9R)-dimethyl 2,9-diphenyl-1,8,13,16-tetraoxadispiro-[5.0.5.4]hexadec-14-ene-14,15-dicarboxylate

(2R,6R,7R,9R)-2,9-diphenyl-1,8,13,16-tetraoxadispiro-[5.0.5.4]hexadec-14-ene-14,15-dinitrile