[(2R,3R,6R)-6-((R)-1-{(4S,5S,6R)-6-[(R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-ethyl)-6-methoxy-3-methyl-tetrahydro-pyran-2-yl]-acetic acid tert-butyl ester

Base Information

Chemical Name:[(2R,3R,6R)-6-((R)-1-{(4S,5S,6R)-6-[(R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-ethyl)-6-methoxy-3-methyl-tetrahydro-pyran-2-yl]-acetic acid tert-butyl ester
CAS No.:122213-41-6
Molecular Formula:C₄₁H₆₄O₇Si
Molecular Weight:697.04
Hs Code.:

[(2R,3R,6R)-6-((R)-1-{(4S,5S,6R)-6-[(R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-ethyl)-6-methoxy-3-methyl-tetrahydro-pyran-2-yl]-acetic acid tert-butyl ester

Synonyms:[(2R,3R,6R)-6-((R)-1-{(4S,5S,6R)-6-[(R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-ethyl)-6-methoxy-3-methyl-tetrahydro-pyran-2-yl]-acetic acid tert-butyl ester

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Chemical Property of [(2R,3R,6R)-6-((R)-1-{(4S,5S,6R)-6-[(R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-ethyl)-6-methoxy-3-methyl-tetrahydro-pyran-2-yl]-acetic acid tert-butyl ester

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Technology Process of [(2R,3R,6R)-6-((R)-1-{(4S,5S,6R)-6-[(R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-ethyl)-6-methoxy-3-methyl-tetrahydro-pyran-2-yl]-acetic acid tert-butyl ester

There total 16 articles about [(2R,3R,6R)-6-((R)-1-{(4S,5S,6R)-6-[(R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-ethyl)-6-methoxy-3-methyl-tetrahydro-pyran-2-yl]-acetic acid tert-butyl 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: 88.0%

: 122213-38-1
6(R)-<1(R)-methyl-2-<(tert-butyldiphenylsilyl)oxy>ethyl>-4(S)-<7-(tert-butoxycarbonyl)-1(R),5(R)-dimethyl-6(R)-hydroxy-2-oxoheptanyl>-2,2,5(S)-trimethyl-1,3-dioxane

: 122213-41-6
[(2R,3R,6R)-6-((R)-1-{(4S,5S,6R)-6-[(R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-ethyl)-6-methoxy-3-methyl-tetrahydro-pyran-2-yl]-acetic acid tert-butyl ester

Guidance literature:: With toluene-4-sulfonic acid; In methanol; at 0 ℃; for 2h;
DOI:10.1021/jo00275a019

Reference yield:

: 540-88-5
acetic acid tert-butyl ester

: 122213-41-6
[(2R,3R,6R)-6-((R)-1-{(4S,5S,6R)-6-[(R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-ethyl)-6-methoxy-3-methyl-tetrahydro-pyran-2-yl]-acetic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) lithium diisopropylamide / 1.) THF, -78 deg C, 30 min, 2.) -78 deg C, 5 min

2: 88 percent / p-TsOH / methanol / 2 h / 0 °C

With toluene-4-sulfonic acid; lithium diisopropyl amide; In methanol;
DOI:10.1021/jo00275a019

Reference yield:

: 122213-32-5
(E)-(R)-7-Bromo-2,5-dimethyl-hept-3-ene

: 122213-41-6
[(2R,3R,6R)-6-((R)-1-{(4S,5S,6R)-6-[(R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-ethyl)-6-methoxy-3-methyl-tetrahydro-pyran-2-yl]-acetic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 48 percent / dimethylformamide / Ambient temperature

2: 1.) n-BuLi / 1.) THF, -78 deg C, 45 min, 2.) a) THF, -78 deg C, 50 min, b) 0 deg C, 30 min

3: oxalyl chloride, DMSO / CH₂Cl₂ / 0.25 h / -78 °C

4: 74 mg / disodium hydrogen phosphate, Na/Hg / methanol / 2.5 h / 0 °C

5: 1.) O₃, NaHCO₃, 2.) dimethyl sulfide / 1.) MeOH, CH₂Cl₂, -78 deg C, 2.) a) -78 deg C, 10 min, b) RT, 1.5 h

6: 1.) lithium diisopropylamide / 1.) THF, -78 deg C, 30 min, 2.) -78 deg C, 5 min

7: 88 percent / p-TsOH / methanol / 2 h / 0 °C

With disodium hydrogenphosphate; sodium amalgam; n-butyllithium; oxalyl dichloride; dimethylsulfide; sodium hydrogencarbonate; toluene-4-sulfonic acid; ozone; dimethyl sulfoxide; lithium diisopropyl amide; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo00275a019