(2R,2’S)-2-(2-benzyloxymethyl-5-methoxy-7-methylchroman-2-yl)-2-(tertbutyldimethylsilyloxy)ethan-1-ol

Base Information

Chemical Name:(2R,2’S)-2-(2-benzyloxymethyl-5-methoxy-7-methylchroman-2-yl)-2-(tertbutyldimethylsilyloxy)ethan-1-ol
CAS No.:1616780-04-1
Molecular Formula:C₂₇H₄₀O₅Si
Molecular Weight:472.697
Hs Code.:

Synonyms:(2R,2’S)-2-(2-benzyloxymethyl-5-methoxy-7-methylchroman-2-yl)-2-(tertbutyldimethylsilyloxy)ethan-1-ol

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Chemical Property of (2R,2’S)-2-(2-benzyloxymethyl-5-methoxy-7-methylchroman-2-yl)-2-(tertbutyldimethylsilyloxy)ethan-1-ol

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Technology Process of (2R,2’S)-2-(2-benzyloxymethyl-5-methoxy-7-methylchroman-2-yl)-2-(tertbutyldimethylsilyloxy)ethan-1-ol

There total 11 articles about (2R,2’S)-2-(2-benzyloxymethyl-5-methoxy-7-methylchroman-2-yl)-2-(tertbutyldimethylsilyloxy)ethan-1-ol 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: 81.0%

: 1616780-03-0
(2R,1’S)-1-(2-benzyloxymethyl-5-methoxychroman-2-yl)-1,2-(bis-tertbutyldimethylsilyloxy)ethane

: 1616780-04-1
(2R,2’S)-2-(2-benzyloxymethyl-5-methoxy-7-methylchroman-2-yl)-2-(tertbutyldimethylsilyloxy)ethan-1-ol

Guidance literature:: With pyridine; pyridine hydrogenfluoride; In tetrahydrofuran; at 0 - 20 ℃; for 30h;
DOI:10.1002/chem.201402495

Reference yield:

: 1616779-89-5
(1’S,2R)-1-(2-benzyloxymethyl-5-methoxy-7-methylchroman-2-yl)ethane-1,2-diol

: 1616780-04-1
(2R,2’S)-2-(2-benzyloxymethyl-5-methoxy-7-methylchroman-2-yl)-2-(tertbutyldimethylsilyloxy)ethan-1-ol

Guidance literature:: Multi-step reaction with 2 steps

1: 2,6-dimethylpyridine / dichloromethane / 2.5 h / 0 °C

2: pyridine; pyridine hydrogenfluoride / tetrahydrofuran / 30 h / 0 - 20 °C

With pyridine; 2,6-dimethylpyridine; pyridine hydrogenfluoride; In tetrahydrofuran; dichloromethane;
DOI:10.1002/chem.201402495

Reference yield:

: 1616779-83-9
2-(3-(benzyloxymethyl)but-3-en-1-yl)-1,3-dimethoxy-5-methylbenzene

: 1616780-04-1
(2R,2’S)-2-(2-benzyloxymethyl-5-methoxy-7-methylchroman-2-yl)-2-(tertbutyldimethylsilyloxy)ethan-1-ol

Guidance literature:: Multi-step reaction with 7 steps

1.1: sodium ethanolate / N,N-dimethyl-formamide / 21 h / 120 °C

2.1: (S)-2,2’-bis-[(4S)-(-iso-butyl)-4,5-dihydrooxazol-2-yl]-1,1’-binaphthalene; palladium(II) trifluoroacetate; p-benzoquinone / methanol / 24 h / 20 °C

3.1: lithium aluminium tetrahydride / diethyl ether / 2 h / 0 - 20 °C

4.1: ortho-nitrophenyl selenocyanate; tributylphosphine / tetrahydrofuran / 4 h / 0 °C

4.2: 4 h / -40 °C

4.3: 15 h / -40 °C

5.1: potassium osmate(VI) dihydrate; (DHQ)2-AQN; potassium hexacyanoferrate(III); potassium carbonate / tert-butyl alcohol; water / 72 h / 20 °C

6.1: 2,6-dimethylpyridine / dichloromethane / 2.5 h / 0 °C

7.1: pyridine; pyridine hydrogenfluoride / tetrahydrofuran / 30 h / 0 - 20 °C

With pyridine; 2,6-dimethylpyridine; potassium osmate(VI) dihydrate; lithium aluminium tetrahydride; ortho-nitrophenyl selenocyanate; palladium(II) trifluoroacetate; tributylphosphine; potassium hexacyanoferrate(III); (S)-2,2’-bis-[(4S)-(-iso-butyl)-4,5-dihydrooxazol-2-yl]-1,1’-binaphthalene; (DHQ)2-AQN; sodium ethanolate; potassium carbonate; pyridine hydrogenfluoride; p-benzoquinone; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; N,N-dimethyl-formamide; tert-butyl alcohol;
DOI:10.1002/chem.201402495