Benzoic acid (1S,2R,3S,4S)-1-((1R,2S)-2,3-bis-benzyloxy-1-methyl-propyl)-3-(tert-butyl-dimethyl-silanyloxy)-6-((2S,4R,6S)-4-methoxy-6-methyl-tetrahydro-pyran-2-yl)-2,4-dimethyl-hexyl ester

Base Information

Chemical Name:Benzoic acid (1S,2R,3S,4S)-1-((1R,2S)-2,3-bis-benzyloxy-1-methyl-propyl)-3-(tert-butyl-dimethyl-silanyloxy)-6-((2S,4R,6S)-4-methoxy-6-methyl-tetrahydro-pyran-2-yl)-2,4-dimethyl-hexyl ester
CAS No.:157427-44-6
Molecular Formula:C₄₆H₆₈O₇Si
Molecular Weight:761.127
Hs Code.:

Benzoic acid (1S,2R,3S,4S)-1-((1R,2S)-2,3-bis-benzyloxy-1-methyl-propyl)-3-(tert-butyl-dimethyl-silanyloxy)-6-((2S,4R,6S)-4-methoxy-6-methyl-tetrahydro-pyran-2-yl)-2,4-dimethyl-hexyl ester

Synonyms:Benzoic acid (1S,2R,3S,4S)-1-((1R,2S)-2,3-bis-benzyloxy-1-methyl-propyl)-3-(tert-butyl-dimethyl-silanyloxy)-6-((2S,4R,6S)-4-methoxy-6-methyl-tetrahydro-pyran-2-yl)-2,4-dimethyl-hexyl ester

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of Benzoic acid (1S,2R,3S,4S)-1-((1R,2S)-2,3-bis-benzyloxy-1-methyl-propyl)-3-(tert-butyl-dimethyl-silanyloxy)-6-((2S,4R,6S)-4-methoxy-6-methyl-tetrahydro-pyran-2-yl)-2,4-dimethyl-hexyl ester

Chemical Property:

Purity/Quality:: 99% ^*data from raw suppliers

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Technology Process of Benzoic acid (1S,2R,3S,4S)-1-((1R,2S)-2,3-bis-benzyloxy-1-methyl-propyl)-3-(tert-butyl-dimethyl-silanyloxy)-6-((2S,4R,6S)-4-methoxy-6-methyl-tetrahydro-pyran-2-yl)-2,4-dimethyl-hexyl ester

There total 26 articles about Benzoic acid (1S,2R,3S,4S)-1-((1R,2S)-2,3-bis-benzyloxy-1-methyl-propyl)-3-(tert-butyl-dimethyl-silanyloxy)-6-((2S,4R,6S)-4-methoxy-6-methyl-tetrahydro-pyran-2-yl)-2,4-dimethyl-hexyl 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: 86.0%

: 69739-34-0
t-butyldimethylsiyl triflate

: 180592-85-2
Benzoic acid (1R,2S,3S,4S)-1-((1R,2S)-2,3-bis-benzyloxy-1-methyl-propyl)-3-hydroxy-6-((2S,4R,6S)-4-methoxy-6-methyl-tetrahydro-pyran-2-yl)-2,4-dimethyl-hexyl ester

: 157427-44-6
Benzoic acid (1S,2R,3S,4S)-1-((1R,2S)-2,3-bis-benzyloxy-1-methyl-propyl)-3-(tert-butyl-dimethyl-silanyloxy)-6-((2S,4R,6S)-4-methoxy-6-methyl-tetrahydro-pyran-2-yl)-2,4-dimethyl-hexyl ester

Guidance literature:: With 2,6-dimethylpyridine; In dichloromethane; at 0 - 20 ℃; for 1h;

Reference yield:

: 59983-36-7
(S)-1-(1-Ethylpropylidenamino)-2-methoxymethylpyrrolidin

: 157427-44-6
Benzoic acid (1S,2R,3S,4S)-1-((1R,2S)-2,3-bis-benzyloxy-1-methyl-propyl)-3-(tert-butyl-dimethyl-silanyloxy)-6-((2S,4R,6S)-4-methoxy-6-methyl-tetrahydro-pyran-2-yl)-2,4-dimethyl-hexyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) LDA / 1.) Et₂O, hexane, 0 deg C, 4 h, 2.) Et₂O, hexane, from -110 deg C to RT, 12 h

2: 97 percent / O₃ / CH₂Cl₂ / -78 °C

3: 1.) TiCl₄, Et₃N / 1.) CH₂Cl₂, -78 deg C, 2.5 h, 2.) CH₂Cl₂, -78 deg C, 2.5 h

4: 89 percent / SmI₂ / tetrahydrofuran / 1 h / -10 °C

5: 86 percent / 2,6-lutidine / CH₂Cl₂ / 1 h / 0 - 20 °C

With 2,6-dimethylpyridine; samarium diiodide; titanium tetrachloride; ozone; triethylamine; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane;

Reference yield:

: 60656-87-3
benzyloxyacetoaldehyde

: 157427-44-6
Benzoic acid (1S,2R,3S,4S)-1-((1R,2S)-2,3-bis-benzyloxy-1-methyl-propyl)-3-(tert-butyl-dimethyl-silanyloxy)-6-((2S,4R,6S)-4-methoxy-6-methyl-tetrahydro-pyran-2-yl)-2,4-dimethyl-hexyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) tBuOK, n-BuLi, 2.) (-)-β-methoxydiisopinocampheylborane, 3.) BF3*Et2O, 4.) 3N aq. NaOH, 30percent aq. H2O2

2: 1.) KH / 1.) DMF, from 0 deg C to RT, 2.) DMF, 0 deg C, 1.5 h

3: 1.) O₃, 2.) Ph₃P / 1.) CH₂Cl₂, -78 deg C, 4 h, 2.) CH₂Cl₂, from - 78 deg C to RT, 3 h

4: 1.) TiCl₄, Et₃N / 1.) CH₂Cl₂, -78 deg C, 2.5 h, 2.) CH₂Cl₂, -78 deg C, 2.5 h

5: 89 percent / SmI₂ / tetrahydrofuran / 1 h / -10 °C

6: 86 percent / 2,6-lutidine / CH₂Cl₂ / 1 h / 0 - 20 °C

With 2,6-dimethylpyridine; sodium hydroxide; n-butyllithium; samarium diiodide; boron trifluoride diethyl etherate; potassium tert-butylate; dihydrogen peroxide; titanium tetrachloride; potassium hydride; ozone; triethylamine; triphenylphosphine; (-)-B-methoxydiisopinocampheylborane; In tetrahydrofuran; dichloromethane;