{(2R,3R,4R,5S,6S)-4,5-Bis-benzyloxy-3-(4-methoxy-benzyloxy)-6-[2-(4-methoxy-benzyloxy)-ethyl]-tetrahydro-pyran-2-yl}-acetaldehyde

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Chemical Name:{(2R,3R,4R,5S,6S)-4,5-Bis-benzyloxy-3-(4-methoxy-benzyloxy)-6-[2-(4-methoxy-benzyloxy)-ethyl]-tetrahydro-pyran-2-yl}-acetaldehyde
CAS No.:199791-99-6
Molecular Formula:C₃₉H₄₄O₈
Molecular Weight:640.774
Hs Code.:

Synonyms:{(2R,3R,4R,5S,6S)-4,5-Bis-benzyloxy-3-(4-methoxy-benzyloxy)-6-[2-(4-methoxy-benzyloxy)-ethyl]-tetrahydro-pyran-2-yl}-acetaldehyde

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Chemical Property of {(2R,3R,4R,5S,6S)-4,5-Bis-benzyloxy-3-(4-methoxy-benzyloxy)-6-[2-(4-methoxy-benzyloxy)-ethyl]-tetrahydro-pyran-2-yl}-acetaldehyde

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Technology Process of {(2R,3R,4R,5S,6S)-4,5-Bis-benzyloxy-3-(4-methoxy-benzyloxy)-6-[2-(4-methoxy-benzyloxy)-ethyl]-tetrahydro-pyran-2-yl}-acetaldehyde

There total 15 articles about {(2R,3R,4R,5S,6S)-4,5-Bis-benzyloxy-3-(4-methoxy-benzyloxy)-6-[2-(4-methoxy-benzyloxy)-ethyl]-tetrahydro-pyran-2-yl}-acetaldehyde 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: 95.0%

: 199792-22-8
{(2R,3R,4S,5S,6S)-4,5-Bis-benzyloxy-3-(4-methoxy-benzyloxy)-6-[2-(4-methoxy-benzyloxy)-ethyl]-tetrahydro-pyran-2-yl}-acetonitrile

: 199791-99-6
{(2R,3R,4R,5S,6S)-4,5-Bis-benzyloxy-3-(4-methoxy-benzyloxy)-6-[2-(4-methoxy-benzyloxy)-ethyl]-tetrahydro-pyran-2-yl}-acetaldehyde

Guidance literature:: With diisobutylaluminium hydride; In dichloromethane; at -78 ℃; for 0.5h;
DOI:10.1016/S0040-4039(97)10107-1

Reference yield:

: 199792-21-7
Toluene-4-sulfonic acid (2R,3R,4R,5S,6S)-4,5-bis-benzyloxy-3-(4-methoxy-benzyloxy)-6-[2-(4-methoxy-benzyloxy)-ethyl]-tetrahydro-pyran-2-ylmethyl ester

: 199791-99-6
{(2R,3R,4R,5S,6S)-4,5-Bis-benzyloxy-3-(4-methoxy-benzyloxy)-6-[2-(4-methoxy-benzyloxy)-ethyl]-tetrahydro-pyran-2-yl}-acetaldehyde

Guidance literature:: Multi-step reaction with 2 steps

1: 99 percent / dimethylsulfoxide / 7 h / 50 °C

2: 95 percent / DIBAL / CH₂Cl₂; hexane / 0.5 h / -78 °C

With diisobutylaluminium hydride; In hexane; dichloromethane; dimethyl sulfoxide;
DOI:10.1016/S0040-4020(97)10254-X

Reference yield:

: 199791-95-2
allyl 2,3-O-dibenzyl-4,6-O-p-methoxybenzylidene-D-glucopyranoside

: 199791-99-6
{(2R,3R,4R,5S,6S)-4,5-Bis-benzyloxy-3-(4-methoxy-benzyloxy)-6-[2-(4-methoxy-benzyloxy)-ethyl]-tetrahydro-pyran-2-yl}-acetaldehyde

Guidance literature:: Multi-step reaction with 9 steps

1: 1) i-Pr₂NEt, (Ph₃P)3RhCl, 2) HgO, HgCl₂ / 1) EtOH, reflux, 2 h, 2) acetone, H₂O, room temperature, 1 h

2: 99 percent / benzene / 24 h / Heating

3: 100 percent / NaH / tetrahydrofuran / 16 h / Ambient temperature

4: 98 percent / LiAlH₄ / diethyl ether; tetrahydrofuran / 0.5 h / 0 °C

5: 100 percent / KH / tetrahydrofuran / 3 h / Ambient temperature

6: 95 percent / DIBAL / CH₂Cl₂; hexane / 1) -78 deg C -> 0 deg C, 2) 0 deg C, 40 min

7: 100 percent / NEt₃, DMAP / CH₂Cl₂ / 6 h / Ambient temperature

8: 99 percent / dimethylsulfoxide / 7 h / 50 °C

9: 95 percent / DIBAL / CH₂Cl₂; hexane / 0.5 h / -78 °C

With dmap; Wilkinson's catalyst; lithium aluminium tetrahydride; potassium hydride; sodium hydride; diisobutylaluminium hydride; triethylamine; N-ethyl-N,N-diisopropylamine; mercury dichloride; mercury(II) oxide; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; dimethyl sulfoxide; benzene;
DOI:10.1016/S0040-4020(97)10254-X