(3S,7R,7aS)-tetrahydro-3-benzyl-7-methoxy-7,7a-dimethyl-5-oxo-2H-oxazolo-[3,2-c]oxazole-3-carboxylic acid methyl ester

Base Information

• Chemical Name: (3S,7R,7aS)-tetrahydro-3-benzyl-7-methoxy-7,7a-dimethyl-5-oxo-2H-oxazolo-[3,2-c]oxazole-3-carboxylic acid methyl ester
• CAS No.: 945544-18-3
• Molecular Formula: C₁₇H₂₁NO₆
• Molecular Weight: 335.357
• Mol file: 945544-18-3.mol

Synonyms:(3S,7R,7aS)-tetrahydro-3-benzyl-7-methoxy-7,7a-dimethyl-5-oxo-2H-oxazolo-[3,2-c]oxazole-3-carboxylic acid methyl ester

Chemical Property of (3S,7R,7aS)-tetrahydro-3-benzyl-7-methoxy-7,7a-dimethyl-5-oxo-2H-oxazolo-[3,2-c]oxazole-3-carboxylic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3S,7R,7aS)-tetrahydro-3-benzyl-7-methoxy-7,7a-dimethyl-5-oxo-2H-oxazolo-[3,2-c]oxazole-3-carboxylic acid methyl ester

There total 4 articles about (3S,7R,7aS)-tetrahydro-3-benzyl-7-methoxy-7,7a-dimethyl-5-oxo-2H-oxazolo-[3,2-c]oxazole-3-carboxylic acid methyl 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: 74.0%

(3S,7R,7aS)-tetrahydro-7-methoxy-7,7a-dimethyl-5-oxo-2H-oxazolo[3,2-c]oxazole-3-carboxylic acid methyl ester (945544-14-9) + iodomethylbenzene (620-05-3) → (3S,7R,7aS)-tetrahydro-3-benzyl-7-methoxy-7,7a-dimethyl-5-oxo-2H-oxazolo-[3,2-c]oxazole-3-carboxylic acid methyl ester (945544-18-3)

Guidance literature:

With N,N,N,N,N,N-hexamethylphosphoric triamide; lithium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 0.0833333h;

DOI:10.1021/jo070656b

Reference yield: 45.0%

(3S,7R,7aS)-tetrahydro-7-methoxy-7,7a-dimethyl-5-oxo-2H-oxazolo[3,2-c]oxazole-3-carboxylic acid methyl ester (945544-14-9) + benzyl bromide (100-39-0) → (3S,7R,7aS)-tetrahydro-3-benzyl-7-methoxy-7,7a-dimethyl-5-oxo-2H-oxazolo-[3,2-c]oxazole-3-carboxylic acid methyl ester (945544-18-3) + C20H30N2O12

Guidance literature:

With N,N,N,N,N,N-hexamethylphosphoric triamide; lithium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 0.0833333h;

DOI:10.1021/jo070656b

Reference yield:

2,3-dimethoxy-1,3-butadiene (3588-31-6) → (3S,7R,7aS)-tetrahydro-3-benzyl-7-methoxy-7,7a-dimethyl-5-oxo-2H-oxazolo-[3,2-c]oxazole-3-carboxylic acid methyl ester (945544-18-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 11 percent / triphenylphosphine hydrobromide / CH₂Cl₂ / 24 h / 20 °C

2: 30 percent / potassium hexamethyldisilazide; hexamethylphosphoramide / tetrahydrofuran / 0.08 h / -78 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; triphenylphosphine hydrobromide; potassium hexamethylsilazane; In tetrahydrofuran; dichloromethane;

DOI:10.1002/chem.200601746

upstream raw materials:

(3S,7R,7aS)-tetrahydro-7-methoxy-7,7a-dimethyl-5-oxo-2H-oxazolo[3,2-c]oxazole-3-carboxylic acid methyl ester

iodomethylbenzene

benzyl bromide

2,3-dimethoxy-1,3-butadiene