Oxalic acid methyl ester (6aS,11bR)-3,9,10-tris-benzyloxy-7,11b-dihydro-indeno[2,1-c]chromen-6a-yl ester

Base Information

• Chemical Name: Oxalic acid methyl ester (6aS,11bR)-3,9,10-tris-benzyloxy-7,11b-dihydro-indeno[2,1-c]chromen-6a-yl ester
• CAS No.: 176222-28-9
• Molecular Formula: C₄₀H₃₄O₈
• Molecular Weight: 642.705

Synonyms:Oxalic acid methyl ester (6aS,11bR)-3,9,10-tris-benzyloxy-7,11b-dihydro-indeno[2,1-c]chromen-6a-yl ester

Chemical Property of Oxalic acid methyl ester (6aS,11bR)-3,9,10-tris-benzyloxy-7,11b-dihydro-indeno[2,1-c]chromen-6a-yl ester

Chemical Property:

Purity/Quality:

98% ^*data from raw suppliers

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Technology Process of Oxalic acid methyl ester (6aS,11bR)-3,9,10-tris-benzyloxy-7,11b-dihydro-indeno[2,1-c]chromen-6a-yl ester

There total 3 articles about Oxalic acid methyl ester (6aS,11bR)-3,9,10-tris-benzyloxy-7,11b-dihydro-indeno[2,1-c]chromen-6a-yl 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: 90.0%

monomethyl oxalyl chloride (5781-53-3) + (6aS,11bR)-3,9,10-Tris-benzyloxy-7,11b-dihydro-indeno[2,1-c]chromen-6a-ol (176302-38-8) → Oxalic acid methyl ester (6aS,11bR)-3,9,10-tris-benzyloxy-7,11b-dihydro-indeno[2,1-c]chromen-6a-yl ester (176222-28-9)

Guidance literature:

With methyllithium; In tetrahydrofuran; -70 deg C to RT; -70 deg C to RT;

DOI:10.1016/0040-4039(96)00288-2

Reference yield:

benzyl bromide (100-39-0) → Oxalic acid methyl ester (6aS,11bR)-3,9,10-tris-benzyloxy-7,11b-dihydro-indeno[2,1-c]chromen-6a-yl ester (176222-28-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 85 percent / K₂CO₃ / acetone / 18 h / Heating

2: 90 percent / MeLi / tetrahydrofuran / -70 deg C to RT; -70 deg C to RT

With methyllithium; potassium carbonate; In tetrahydrofuran; acetone;

DOI:10.1016/0040-4039(96)00288-2

Reference yield:

(+)-brazilin (474-07-7,23221-90-1,26138-10-3) → Oxalic acid methyl ester (6aS,11bR)-3,9,10-tris-benzyloxy-7,11b-dihydro-indeno[2,1-c]chromen-6a-yl ester (176222-28-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 85 percent / K₂CO₃ / acetone / 18 h / Heating

2: 90 percent / MeLi / tetrahydrofuran / -70 deg C to RT; -70 deg C to RT

With methyllithium; potassium carbonate; In tetrahydrofuran; acetone;

DOI:10.1016/0040-4039(96)00288-2

upstream raw materials:

monomethyl oxalyl chloride

(6aS,11bR)-3,9,10-Tris-benzyloxy-7,11b-dihydro-indeno[2,1-c]chromen-6a-ol

benzyl bromide

(+)-brazilin

Downstream raw materials:

(6aR,11bR)-3,9,10-Tris-benzyloxy-6,6a,7,11b-tetrahydro-indeno[2,1-c]chromene

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