{(2S,3R)-2,3-Bis-benzyloxy-3-[(R)-4-((R)-1,2-bis-benzyloxy-ethyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-propoxy}-tert-butyl-dimethyl-silane

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Chemical Name:{(2S,3R)-2,3-Bis-benzyloxy-3-[(R)-4-((R)-1,2-bis-benzyloxy-ethyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-propoxy}-tert-butyl-dimethyl-silane
CAS No.:195304-46-2
Molecular Formula:C₄₅H₆₀O₇Si
Molecular Weight:741.053
Hs Code.:

Synonyms:{(2S,3R)-2,3-Bis-benzyloxy-3-[(R)-4-((R)-1,2-bis-benzyloxy-ethyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-propoxy}-tert-butyl-dimethyl-silane

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Chemical Property of {(2S,3R)-2,3-Bis-benzyloxy-3-[(R)-4-((R)-1,2-bis-benzyloxy-ethyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-propoxy}-tert-butyl-dimethyl-silane

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Technology Process of {(2S,3R)-2,3-Bis-benzyloxy-3-[(R)-4-((R)-1,2-bis-benzyloxy-ethyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-propoxy}-tert-butyl-dimethyl-silane

There total 9 articles about {(2S,3R)-2,3-Bis-benzyloxy-3-[(R)-4-((R)-1,2-bis-benzyloxy-ethyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-propoxy}-tert-butyl-dimethyl-silane 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: 93.0%

: 77-76-9
2,2-dimethoxy-propane

: 195304-45-1
(3R,4R,5S)-4,5-Bis-benzyloxy-3-((R)-1,2-bis-benzyloxy-ethyl)-6-(tert-butyl-dimethyl-silanyloxy)-hexane-1,3-diol

: 195304-46-2
{(2S,3R)-2,3-Bis-benzyloxy-3-[(R)-4-((R)-1,2-bis-benzyloxy-ethyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-propoxy}-tert-butyl-dimethyl-silane

Guidance literature:: With pyridinium p-toluenesulfonate; In benzene; for 3h; Heating;
DOI:10.1016/S0040-4039(97)10407-5

Reference yield:

: 100-39-0
benzyl bromide

: 195304-46-2
{(2S,3R)-2,3-Bis-benzyloxy-3-[(R)-4-((R)-1,2-bis-benzyloxy-ethyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-propoxy}-tert-butyl-dimethyl-silane

Guidance literature:: Multi-step reaction with 8 steps

1: 99 percent / NaH / dimethylformamide / 5 h / Ambient temperature

2: 96 percent / 2N H₂SO₄ / acetic acid / 12 h / 60 °C

3: 90 percent / LiAlH₄ / tetrahydrofuran / 0.5 h / Ambient temperature

4: 98 percent / imidazole / dimethylformamide / 12 h / Ambient temperature

5: 96 percent / (COCl)2, DMSO, Et₃N / CH₂Cl₂ / 0.33 h / -60 °C

6: 98 percent / tetrahydrofuran / 2 h / -78 °C

7: 1.) 9-BBN; 2.) 3N NaOH, 30percent H₂O₂ / 1.) THF, reflux, 12 h; 2.) rt., 1 h

8: 93 percent / PPTS / benzene / 3 h / Heating

With 1H-imidazole; sodium hydroxide; lithium aluminium tetrahydride; 9-borabicyclo[3.3.1]nonane dimer; oxalyl dichloride; sulfuric acid; dihydrogen peroxide; pyridinium p-toluenesulfonate; sodium hydride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; dichloromethane; acetic acid; N,N-dimethyl-formamide; benzene;
DOI:10.1016/S0040-4039(97)10407-5

Reference yield:

: 89539-39-9,89539-40-2
2,3,5,6-tetra-O-benzyl-D-glucofuranose

: 195304-46-2
{(2S,3R)-2,3-Bis-benzyloxy-3-[(R)-4-((R)-1,2-bis-benzyloxy-ethyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-propoxy}-tert-butyl-dimethyl-silane

Guidance literature:: Multi-step reaction with 6 steps

1: 90 percent / LiAlH₄ / tetrahydrofuran / 0.5 h / Ambient temperature

2: 98 percent / imidazole / dimethylformamide / 12 h / Ambient temperature

3: 96 percent / (COCl)2, DMSO, Et₃N / CH₂Cl₂ / 0.33 h / -60 °C

4: 98 percent / tetrahydrofuran / 2 h / -78 °C

5: 1.) 9-BBN; 2.) 3N NaOH, 30percent H₂O₂ / 1.) THF, reflux, 12 h; 2.) rt., 1 h

6: 93 percent / PPTS / benzene / 3 h / Heating

With 1H-imidazole; sodium hydroxide; lithium aluminium tetrahydride; 9-borabicyclo[3.3.1]nonane dimer; oxalyl dichloride; dihydrogen peroxide; pyridinium p-toluenesulfonate; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; benzene;
DOI:10.1016/S0040-4039(97)10407-5