{(2S,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}-methanol

Base Information

Chemical Name:{(2S,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}-methanol
CAS No.:122822-00-8
Molecular Formula:C₅₃H₆₆O₇Si₂
Molecular Weight:871.274
Hs Code.:

{(2S,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}-methanol

Synonyms:

Suppliers and Price of {(2S,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}-methanol

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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 {(2S,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}-methanol

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

Safty Information:

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Hazard Codes:

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Useful:

Technology Process of {(2S,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}-methanol

There total 34 articles about {(2S,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}-methanol 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:

: 122821-99-2
(E)-2,6:5,9-Dianhydro-4-O-benzyl-1,8-bis-3,7,10,11,12-pentadeoxy-5-C-methyl-D-erythro-L-altro-tridec-11-enitol

: 122822-00-8,122920-08-5
{(2R,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}-methanol

: 122822-00-8,122920-08-5
{(2S,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}-methanol

Guidance literature:: With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 0 ℃; for 0.5h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
DOI:10.1021/ja00199a031

Reference yield:

: 122821-99-2
(E)-2,6:5,9-Dianhydro-4-O-benzyl-1,8-bis-3,7,10,11,12-pentadeoxy-5-C-methyl-D-erythro-L-altro-tridec-11-enitol

: 122822-00-8,122920-08-5
{(2R,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}-methanol

: 122822-00-8,122920-08-5
{(2S,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}-methanol

Guidance literature:: With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 0 ℃; for 0.5h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
DOI:10.1021/ja00199a031

Reference yield:

: 122821-89-0
[(2R,3S,4S,6S)-4-Benzyloxy-6-(tert-butyl-diphenyl-silanyloxymethyl)-3-hydroxy-3-methyl-tetrahydro-pyran-2-yl]-acetaldehyde

: 122822-00-8,122920-08-5
{(2R,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}-methanol

Guidance literature:: Multi-step reaction with 9 steps

1: tetrahydrofuran / 0.5 h / 0 °C

2: 88 percent / imidazole / dimethylformamide / 16 h / Ambient temperature

3: 1.) ozone, 2.) dimethylsulfide, triphenylphosphine / 1.) CH₂Cl₂, -78 deg C, 2 h, 2.) 3 h

4: benzene / 6 h / 25 °C

5: 92 percent / NaH / tetrahydrofuran / 5 h / 25 °C

6: DIBAL / CH₂Cl₂ / 0.25 h / -78 °C

7: benzene / 6 h / 25 °C

8: 88 percent / DIBAL / CH₂Cl₂ / 0.5 h / -78 °C

9: m-chloroperoxybenzoic acid (m-CPBA) / CH₂Cl₂ / 0.5 h / 0 °C

With 1H-imidazole; dimethylsulfide; sodium hydride; diisobutylaluminium hydride; ozone; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; benzene;
DOI:10.1021/ja00199a031