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

Base Information

Chemical Name:{(2R,3R,4S,5S,6S)-4,5-Bis-benzyloxy-3-(4-methoxy-benzyloxy)-6-[2-(4-methoxy-benzyloxy)-ethyl]-tetrahydro-pyran-2-yl}-acetonitrile
CAS No.:199792-22-8
Molecular Formula:C₃₉H₄₃NO₇
Molecular Weight:637.773
Hs Code.:

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

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

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

There total 14 articles about {(2R,3R,4S,5S,6S)-4,5-Bis-benzyloxy-3-(4-methoxy-benzyloxy)-6-[2-(4-methoxy-benzyloxy)-ethyl]-tetrahydro-pyran-2-yl}-acetonitrile 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: 99.0%

: 151-50-8
potassium cyanide

: 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

: 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

Guidance literature:: In dimethyl sulfoxide; at 50 ℃; for 7h;
DOI:10.1016/S0040-4039(97)10107-1 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

: 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

Guidance literature:: Multi-step reaction with 8 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

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

Reference yield:

: 199791-97-4
[(4aR,6S,7S,8R,8aR)-7,8-Bis-benzyloxy-2-(4-methoxy-phenyl)-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yl]-acetic acid methyl ester

: 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

Guidance literature:: Multi-step reaction with 5 steps

1: 98 percent / LiAlH₄ / diethyl ether; tetrahydrofuran / 0.5 h / 0 °C

2: 100 percent / KH / tetrahydrofuran / 3 h / Ambient temperature

3: 95 percent / DIBAL / CH₂Cl₂; hexane / 1) -78 deg C -> 0 deg C, 2) 0 deg C, 40 min

4: 100 percent / NEt₃, DMAP / CH₂Cl₂ / 6 h / Ambient temperature

5: 99 percent / dimethylsulfoxide / 7 h / 50 °C

With dmap; lithium aluminium tetrahydride; potassium hydride; diisobutylaluminium hydride; triethylamine; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; dimethyl sulfoxide;
DOI:10.1016/S0040-4020(97)10254-X