benzyl 2E,4S,5R,6S,7R-6,8-O-benzylidene-4,5-bis(3R-benzyloxytetradecanamido)-7-hydroxy-2-octenoate

Base Information

Chemical Name:benzyl 2E,4S,5R,6S,7R-6,8-O-benzylidene-4,5-bis(3R-benzyloxytetradecanamido)-7-hydroxy-2-octenoate
CAS No.:141692-87-7
Molecular Formula:C₆₄H₉₀N₂O₉
Molecular Weight:1031.43
Hs Code.:

Synonyms:benzyl 2E,4S,5R,6S,7R-6,8-O-benzylidene-4,5-bis(3R-benzyloxytetradecanamido)-7-hydroxy-2-octenoate

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Chemical Property of benzyl 2E,4S,5R,6S,7R-6,8-O-benzylidene-4,5-bis(3R-benzyloxytetradecanamido)-7-hydroxy-2-octenoate

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Technology Process of benzyl 2E,4S,5R,6S,7R-6,8-O-benzylidene-4,5-bis(3R-benzyloxytetradecanamido)-7-hydroxy-2-octenoate

There total 7 articles about benzyl 2E,4S,5R,6S,7R-6,8-O-benzylidene-4,5-bis(3R-benzyloxytetradecanamido)-7-hydroxy-2-octenoate 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: 84.0%

: 15097-38-8
(carbobenzyloxymethylene)triphenylphosphorane

: (S)-3-Benzyloxy-tetradecanoic acid [(2R,4aR,7R,8R,8aS)-7-((R)-3-benzyloxy-tetradecanoylamino)-6-hydroxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl]-amide

: 141692-87-7
benzyl 2E,4S,5R,6S,7R-6,8-O-benzylidene-4,5-bis(3R-benzyloxytetradecanamido)-7-hydroxy-2-octenoate

Guidance literature:: In benzene; for 1.5h; Heating;
DOI:10.1016/S0040-4039(00)74161-X

Reference yield:

: 101516-69-2
1,4,6-tri-O-acetyl-2-azido-2,3-dideoxy-3-nitro-α-D-glucopyranose

: 141692-87-7
benzyl 2E,4S,5R,6S,7R-6,8-O-benzylidene-4,5-bis(3R-benzyloxytetradecanamido)-7-hydroxy-2-octenoate

Guidance literature:: Multi-step reaction with 6 steps

1: H₂ / Pd/C / methanol / 3750.3 Torr

2: H₂ / Pd/C / methanol / 3750.3 Torr

3: 98 percent / NaOMe / methanol / 16 h

4: 1) 32 percent HCl, 2) Et(i-Pr)2N / 1) THF/H₂O, 0 to 25 deg C, 14 h, 2) DMF, 0 to 25 deg C, 20 h

5: 83 percent / PTSH / dimethylformamide / 0.33 h / 75 °C / vacuum

6: 84 percent / benzene / 1.5 h / Heating

With hydrogenchloride; p-toluenesulfonic acid; hydrogen; sodium methylate; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In methanol; N,N-dimethyl-formamide; benzene;
DOI:10.1016/S0040-4039(00)74161-X

Reference yield:

: ((3R,4R,5S,6R)-4-tert-Butoxycarbonylamino-2,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-3-yl)-carbamic acid tert-butyl ester

: 141692-87-7
benzyl 2E,4S,5R,6S,7R-6,8-O-benzylidene-4,5-bis(3R-benzyloxytetradecanamido)-7-hydroxy-2-octenoate

Guidance literature:: Multi-step reaction with 3 steps

1: 1) 32 percent HCl, 2) Et(i-Pr)2N / 1) THF/H₂O, 0 to 25 deg C, 14 h, 2) DMF, 0 to 25 deg C, 20 h

2: 83 percent / PTSH / dimethylformamide / 0.33 h / 75 °C / vacuum

3: 84 percent / benzene / 1.5 h / Heating

With hydrogenchloride; p-toluenesulfonic acid; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; benzene;
DOI:10.1016/S0040-4039(00)74161-X