Acetic acid (3S,4S,5R,6S)-3-benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-6-methoxy-4-(4-methoxy-benzyloxy)-tetrahydro-pyran-(2Z)-ylidenemethyl ester

Base Information

Chemical Name:Acetic acid (3S,4S,5R,6S)-3-benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-6-methoxy-4-(4-methoxy-benzyloxy)-tetrahydro-pyran-(2Z)-ylidenemethyl ester
CAS No.:137793-93-2
Molecular Formula:C₃₀H₄₂O₈Si
Molecular Weight:558.744
Hs Code.:

Acetic acid (3S,4S,5R,6S)-3-benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-6-methoxy-4-(4-methoxy-benzyloxy)-tetrahydro-pyran-(2Z)-ylidenemethyl ester

Synonyms:Acetic acid (3S,4S,5R,6S)-3-benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-6-methoxy-4-(4-methoxy-benzyloxy)-tetrahydro-pyran-(2Z)-ylidenemethyl ester

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Chemical Property of Acetic acid (3S,4S,5R,6S)-3-benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-6-methoxy-4-(4-methoxy-benzyloxy)-tetrahydro-pyran-(2Z)-ylidenemethyl ester

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Technology Process of Acetic acid (3S,4S,5R,6S)-3-benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-6-methoxy-4-(4-methoxy-benzyloxy)-tetrahydro-pyran-(2Z)-ylidenemethyl ester

There total 2 articles about Acetic acid (3S,4S,5R,6S)-3-benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-6-methoxy-4-(4-methoxy-benzyloxy)-tetrahydro-pyran-(2Z)-ylidenemethyl 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: 88.0%

: 108-24-7
acetic anhydride

: 137793-86-3
(2S,3S,4S,5R,6S)-3-Benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-6-methoxy-4-(4-methoxy-benzyloxy)-tetrahydro-pyran-2-carbaldehyde

: 137793-93-2
Acetic acid (3S,4S,5R,6S)-3-benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-6-methoxy-4-(4-methoxy-benzyloxy)-tetrahydro-pyran-(2Z)-ylidenemethyl ester

Guidance literature:: With potassium carbonate; In acetonitrile; at 80 ℃;
DOI:10.1021/ja00026a042

Reference yield:

: 137822-72-1
[(2R,3R,4S,5R,6S)-3-Benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-6-methoxy-4-(4-methoxy-benzyloxy)-tetrahydro-pyran-2-yl]-methanol

: 137793-93-2
Acetic acid (3S,4S,5R,6S)-3-benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-6-methoxy-4-(4-methoxy-benzyloxy)-tetrahydro-pyran-(2Z)-ylidenemethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: (ClCO)2, Me₂SO, Et₃N / CH₂Cl₂

2: 88 percent / K₂CO₃ / acetonitrile / 80 °C

With oxalyl dichloride; potassium carbonate; dimethyl sulfoxide; triethylamine; In dichloromethane; acetonitrile;
DOI:10.1021/ja00026a042

Reference yield:

: 137793-93-2
Acetic acid (3S,4S,5R,6S)-3-benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-6-methoxy-4-(4-methoxy-benzyloxy)-tetrahydro-pyran-(2Z)-ylidenemethyl ester

: 137793-98-7,137893-56-2,137893-57-3
Acetic acid (1S,3S,4S,5S,6R)-3-benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-6-hydroxy-4-(4-methoxy-benzyloxy)-2-oxo-cyclohexyl ester

: 137793-98-7,137893-56-2,137893-57-3
Acetic acid (1R,3S,4S,5S,6R)-3-benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-6-hydroxy-4-(4-methoxy-benzyloxy)-2-oxo-cyclohexyl ester

: 137793-98-7,137893-56-2,137893-57-3
Acetic acid (1R,3S,4S,5S,6S)-3-benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-6-hydroxy-4-(4-methoxy-benzyloxy)-2-oxo-cyclohexyl ester

Guidance literature:: With mercury(II) trifluoroacetate; sodium chloride; Yield given. Multistep reaction. Yields of byproduct given. Title compound not separated from byproducts; 1.) acetone, H₂O, 0 deg C, 10 min, 2.) acetone, H₂O, 25 deg C, 20 h;
DOI:10.1021/ja00026a042