(E)-3-{(2R,3R)-3-[(2R,3S,4aR,6S,8S,8aS)-8-Benzyloxy-3-(tert-butyl-diphenyl-silanyloxy)-6-(tert-butyl-diphenyl-silanyloxymethyl)-8a-methyl-octahydro-pyrano[3,2-b]pyran-2-ylmethyl]-oxiranyl}-acrylic acid methyl ester

Base Information

Chemical Name:(E)-3-{(2R,3R)-3-[(2R,3S,4aR,6S,8S,8aS)-8-Benzyloxy-3-(tert-butyl-diphenyl-silanyloxy)-6-(tert-butyl-diphenyl-silanyloxymethyl)-8a-methyl-octahydro-pyrano[3,2-b]pyran-2-ylmethyl]-oxiranyl}-acrylic acid methyl ester
CAS No.:122822-14-4
Molecular Formula:C₅₆H₆₈O₈Si₂
Molecular Weight:925.322
Hs Code.:

(E)-3-{(2R,3R)-3-[(2R,3S,4aR,6S,8S,8aS)-8-Benzyloxy-3-(tert-butyl-diphenyl-silanyloxy)-6-(tert-butyl-diphenyl-silanyloxymethyl)-8a-methyl-octahydro-pyrano[3,2-b]pyran-2-ylmethyl]-oxiranyl}-acrylic acid methyl ester

Synonyms:(E)-3-{(2R,3R)-3-[(2R,3S,4aR,6S,8S,8aS)-8-Benzyloxy-3-(tert-butyl-diphenyl-silanyloxy)-6-(tert-butyl-diphenyl-silanyloxymethyl)-8a-methyl-octahydro-pyrano[3,2-b]pyran-2-ylmethyl]-oxiranyl}-acrylic acid methyl ester

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Chemical Property of (E)-3-{(2R,3R)-3-[(2R,3S,4aR,6S,8S,8aS)-8-Benzyloxy-3-(tert-butyl-diphenyl-silanyloxy)-6-(tert-butyl-diphenyl-silanyloxymethyl)-8a-methyl-octahydro-pyrano[3,2-b]pyran-2-ylmethyl]-oxiranyl}-acrylic acid methyl ester

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Technology Process of (E)-3-{(2R,3R)-3-[(2R,3S,4aR,6S,8S,8aS)-8-Benzyloxy-3-(tert-butyl-diphenyl-silanyloxy)-6-(tert-butyl-diphenyl-silanyloxymethyl)-8a-methyl-octahydro-pyrano[3,2-b]pyran-2-ylmethyl]-oxiranyl}-acrylic acid methyl ester

There total 2 articles about (E)-3-{(2R,3R)-3-[(2R,3S,4aR,6S,8S,8aS)-8-Benzyloxy-3-(tert-butyl-diphenyl-silanyloxy)-6-(tert-butyl-diphenyl-silanyloxymethyl)-8a-methyl-octahydro-pyrano[3,2-b]pyran-2-ylmethyl]-oxiranyl}-acrylic acid methyl 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:

: 122822-00-8,122920-08-5
2,6:5,9:8,12-Trianhydro-10-O-benzyl-6,13-bis-4,7,11-trideoxy-9-C-methyl-D-talo-L-altro-tridecitol

: 122822-14-4
(E)-3-{(2R,3R)-3-[(2R,3S,4aR,6S,8S,8aS)-8-Benzyloxy-3-(tert-butyl-diphenyl-silanyloxy)-6-(tert-butyl-diphenyl-silanyloxymethyl)-8a-methyl-octahydro-pyrano[3,2-b]pyran-2-ylmethyl]-oxiranyl}-acrylic acid methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) oxalyl chloride, DMSO, 2.) triethylamine / 1.) CH₂Cl₂, -78 deg C, 1 h, 2.) 0 deg C, 10 min

2: benzene / 3 h / 25 °C

With oxalyl dichloride; dimethyl sulfoxide; triethylamine; In benzene;
DOI:10.1021/ja00199a031

Reference yield:

: 122822-01-9,122822-13-3
3-[(2R,3S,4aR,6S,8S,8aS)-8-Benzyloxy-3-(tert-butyl-diphenyl-silanyloxy)-6-(tert-butyl-diphenyl-silanyloxymethyl)-8a-methyl-octahydro-pyrano[3,2-b]pyran-2-ylmethyl]-oxirane-2-carbaldehyde

: 21204-67-1,2605-67-6
methyl (triphenylphosphoranylidene)acetate

: 122822-02-0
(E)-3-{(2S,3S)-3-[(2R,3S,4aR,6S,8S,8aS)-8-Benzyloxy-3-(tert-butyl-diphenyl-silanyloxy)-6-(tert-butyl-diphenyl-silanyloxymethyl)-8a-methyl-octahydro-pyrano[3,2-b]pyran-2-ylmethyl]-oxiranyl}-acrylic acid methyl ester

: 122822-14-4
(E)-3-{(2R,3R)-3-[(2R,3S,4aR,6S,8S,8aS)-8-Benzyloxy-3-(tert-butyl-diphenyl-silanyloxy)-6-(tert-butyl-diphenyl-silanyloxymethyl)-8a-methyl-octahydro-pyrano[3,2-b]pyran-2-ylmethyl]-oxiranyl}-acrylic acid methyl ester

Guidance literature:: In benzene; at 25 ℃; for 3h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
DOI:10.1021/ja00199a031

Reference yield:

: 122822-02-0,122822-14-4
Methyl (E)-4,5:7,11:10,14-trianhydro-12-O-benzyl-8,15-bis-2,3,6,9,13-pentadeoxy-11-C-methyl-D-talo-L-altro-pentadec-2-enonate

: 122822-09-7
2,6:5,9:8,12-Trianhydro-4-O-benzyl-13-O-(tert-butyldimethylsilyl)-1-O-(tert-butyldiphenylsilyl)-3,7,10-trideoxy-5-C-methyl-D-allo-D-altro-tridecitol

Guidance literature:: Multi-step reaction with 4 steps

1: 89 percent / n-Bu₄NF / tetrahydrofuran / 3 h / 25 °C

2: 70 percent / camphorosulfonic acid / CH₂Cl₂ / 3 h / Ambient temperature

3: 1.) ozone, 2.) Me₂S, Ph₃P, NaBH₄ / 1.) CH₂Cl₂, -78 deg C, 2.) MeOH, r.t., 1 h

4: 91 percent / imidazole / dimethylformamide / 0.5 h / 0 °C

With 1H-imidazole; sodium tetrahydroborate; dimethylsulfide; camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; ozone; triphenylphosphine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ja00199a031