6'-[(1R,2S)-4-benzyloxy-2-(tert-butyldimethylsilyloxy)-1-(benzyloxymethyl)propyloxy]-2,2',6-biphenyltriol

Base Information

• Chemical Name: 6'-[(1R,2S)-4-benzyloxy-2-(tert-butyldimethylsilyloxy)-1-(benzyloxymethyl)propyloxy]-2,2',6-biphenyltriol
• CAS No.: 203189-64-4
• Molecular Formula: C₃₆H₄₄O₇Si
• Molecular Weight: 616.827

Synonyms:6'-[(1R,2S)-4-benzyloxy-2-(tert-butyldimethylsilyloxy)-1-(benzyloxymethyl)propyloxy]-2,2',6-biphenyltriol

Chemical Property of 6'-[(1R,2S)-4-benzyloxy-2-(tert-butyldimethylsilyloxy)-1-(benzyloxymethyl)propyloxy]-2,2',6-biphenyltriol

Chemical Property:

Purity/Quality:

98% ^*data from raw suppliers

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Technology Process of 6'-[(1R,2S)-4-benzyloxy-2-(tert-butyldimethylsilyloxy)-1-(benzyloxymethyl)propyloxy]-2,2',6-biphenyltriol

There total 4 articles about 6'-[(1R,2S)-4-benzyloxy-2-(tert-butyldimethylsilyloxy)-1-(benzyloxymethyl)propyloxy]-2,2',6-biphenyltriol 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: 94.0%

2,2',6,6'-tetrahydroxy-1,1'-biphenyl (4371-35-1) + (2S,3S)-1,4-bis(benzyloxy)-3-t-butyldimethylsilyloxybutan-2-ol (190782-47-9) → 6'-[(1R,2S)-4-benzyloxy-2-(tert-butyldimethylsilyloxy)-1-(benzyloxymethyl)propyloxy]-2,2',6-biphenyltriol (203189-64-4)

Guidance literature:

With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; for 14h; 0-45 deg C;

Reference yield:

(2S,3S)-1,4-bis(benzyloxy)-2,3-butanediol (17401-06-8) → 6'-[(1R,2S)-4-benzyloxy-2-(tert-butyldimethylsilyloxy)-1-(benzyloxymethyl)propyloxy]-2,2',6-biphenyltriol (203189-64-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 75 percent / imidazole / dimethylformamide / 3 h / 20 °C

2: 94 percent / PPh₃; DEAD / tetrahydrofuran / 15 h / 0 - 40 °C

With 1H-imidazole; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; N,N-dimethyl-formamide; 1: Substitution / 2: Etherification;

DOI:10.1021/jo991364g

Reference yield:

tert-butyldimethylsilyl chloride (18162-48-6) → 6'-[(1R,2S)-4-benzyloxy-2-(tert-butyldimethylsilyloxy)-1-(benzyloxymethyl)propyloxy]-2,2',6-biphenyltriol (203189-64-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 75 percent / imidazole / dimethylformamide / 3 h / 20 °C

2: 94 percent / PPh₃; DEAD / tetrahydrofuran / 15 h / 0 - 40 °C

With 1H-imidazole; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; N,N-dimethyl-formamide; 1: Substitution / 2: Etherification;

DOI:10.1021/jo991364g

upstream raw materials:

2,2',6,6'-tetrahydroxy-1,1'-biphenyl

(2S,3S)-1,4-bis(benzyloxy)-3-t-butyldimethylsilyloxybutan-2-ol

(2S,3S)-1,4-bis(benzyloxy)-2,3-butanediol

tert-butyldimethylsilyl chloride

Downstream raw materials:

6'-((1R,2S)-3-Benzyloxy-1-benzyloxymethyl-2-hydroxy-propoxy)-biphenyl-2,6,2'-triol

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