[(2R,3S,4aR,5S,7S,8aR,9aS,10aS)-5-Benzyloxy-7-(3-benzyloxy-propyl)-3-(tert-butyl-dimethyl-silanyloxy)-4a,10a-dimethyl-decahydro-1,8,10-trioxa-anthracen-2-yl]-acetic acid

Base Information

Chemical Name:[(2R,3S,4aR,5S,7S,8aR,9aS,10aS)-5-Benzyloxy-7-(3-benzyloxy-propyl)-3-(tert-butyl-dimethyl-silanyloxy)-4a,10a-dimethyl-decahydro-1,8,10-trioxa-anthracen-2-yl]-acetic acid
CAS No.:494760-39-3
Molecular Formula:C₃₈H₅₆O₈Si
Molecular Weight:668.943
Hs Code.:

[(2R,3S,4aR,5S,7S,8aR,9aS,10aS)-5-Benzyloxy-7-(3-benzyloxy-propyl)-3-(tert-butyl-dimethyl-silanyloxy)-4a,10a-dimethyl-decahydro-1,8,10-trioxa-anthracen-2-yl]-acetic acid

Synonyms:[(2R,3S,4aR,5S,7S,8aR,9aS,10aS)-5-Benzyloxy-7-(3-benzyloxy-propyl)-3-(tert-butyl-dimethyl-silanyloxy)-4a,10a-dimethyl-decahydro-1,8,10-trioxa-anthracen-2-yl]-acetic acid

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Chemical Property of [(2R,3S,4aR,5S,7S,8aR,9aS,10aS)-5-Benzyloxy-7-(3-benzyloxy-propyl)-3-(tert-butyl-dimethyl-silanyloxy)-4a,10a-dimethyl-decahydro-1,8,10-trioxa-anthracen-2-yl]-acetic acid

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Technology Process of [(2R,3S,4aR,5S,7S,8aR,9aS,10aS)-5-Benzyloxy-7-(3-benzyloxy-propyl)-3-(tert-butyl-dimethyl-silanyloxy)-4a,10a-dimethyl-decahydro-1,8,10-trioxa-anthracen-2-yl]-acetic acid

There total 13 articles about [(2R,3S,4aR,5S,7S,8aR,9aS,10aS)-5-Benzyloxy-7-(3-benzyloxy-propyl)-3-(tert-butyl-dimethyl-silanyloxy)-4a,10a-dimethyl-decahydro-1,8,10-trioxa-anthracen-2-yl]-acetic acid 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:

: [(2R,3S,4aR,5S,7S,8aR,9aS,10aS)-5-Benzyloxy-7-(3-benzyloxy-propyl)-3-(tert-butyl-dimethyl-silanyloxy)-4a,10a-dimethyl-decahydro-1,8,10-trioxa-anthracen-2-yl]-acetaldehyde

: 494760-39-3
[(2R,3S,4aR,5S,7S,8aR,9aS,10aS)-5-Benzyloxy-7-(3-benzyloxy-propyl)-3-(tert-butyl-dimethyl-silanyloxy)-4a,10a-dimethyl-decahydro-1,8,10-trioxa-anthracen-2-yl]-acetic acid

Guidance literature:: With sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; In tert-butyl alcohol; at 20 ℃; for 1h;
DOI:10.1021/ja036984k

Reference yield:

: 494760-60-0
[(2R,3S,4aR,5S,7S,8aR,9aS,10aS)-5-Benzyloxy-7-(3-benzyloxy-propyl)-3-hydroxy-4a,10a-dimethyl-decahydro-1,8,10-trioxa-anthracen-2-yl]-acetic acid ethyl ester

: 494760-39-3
[(2R,3S,4aR,5S,7S,8aR,9aS,10aS)-5-Benzyloxy-7-(3-benzyloxy-propyl)-3-(tert-butyl-dimethyl-silanyloxy)-4a,10a-dimethyl-decahydro-1,8,10-trioxa-anthracen-2-yl]-acetic acid

Guidance literature:: Multi-step reaction with 4 steps

1: 2,6-lutidine / CH₂Cl₂ / 2 h / 0 °C

2: 695 mg / LiAlH₄ / diethyl ether / 0.67 h / 0 °C

3: aq. KBr; TEMPO; NaClO / NaHCO₃ / CH₂Cl₂ / 0.33 h / 0 °C

4: 54 mg / 2-methyl-2-butene; NaClO₂; aq. NaH₂PO₄ / 2-methyl-propan-2-ol / 1 h / 20 °C

With 2,6-dimethylpyridine; 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium hypochlorite; sodium chlorite; sodium dihydrogenphosphate; lithium aluminium tetrahydride; 2-methyl-but-2-ene; potassium bromide; sodium hydrogencarbonate; In diethyl ether; dichloromethane; tert-butyl alcohol;
DOI:10.1021/ja036984k

Reference yield:

: 494760-72-4
2-[(2R,3S,4aR,5S,7S,8aR,9aS,10aS)-5-Benzyloxy-7-(3-benzyloxy-propyl)-3-(tert-butyl-dimethyl-silanyloxy)-4a,10a-dimethyl-decahydro-1,8,10-trioxa-anthracen-2-yl]-ethanol

: 494760-39-3
[(2R,3S,4aR,5S,7S,8aR,9aS,10aS)-5-Benzyloxy-7-(3-benzyloxy-propyl)-3-(tert-butyl-dimethyl-silanyloxy)-4a,10a-dimethyl-decahydro-1,8,10-trioxa-anthracen-2-yl]-acetic acid

Guidance literature:: Multi-step reaction with 2 steps

1: aq. KBr; TEMPO; NaClO / NaHCO₃ / CH₂Cl₂ / 0.33 h / 0 °C

2: 54 mg / 2-methyl-2-butene; NaClO₂; aq. NaH₂PO₄ / 2-methyl-propan-2-ol / 1 h / 20 °C

With 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium hypochlorite; sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; potassium bromide; sodium hydrogencarbonate; In dichloromethane; tert-butyl alcohol;
DOI:10.1021/ja036984k