(3S,4R,5R)-3,4-Bis-benzyloxy-5-(13-benzyloxy-10-oxo-tridecyl)-1-(4-methoxy-benzyl)-pyrrolidin-2-one

Base Information

Chemical Name:(3S,4R,5R)-3,4-Bis-benzyloxy-5-(13-benzyloxy-10-oxo-tridecyl)-1-(4-methoxy-benzyl)-pyrrolidin-2-one
CAS No.:220830-99-9
Molecular Formula:C₄₆H₅₇NO₆
Molecular Weight:719.962
Hs Code.:

Synonyms:(3S,4R,5R)-3,4-Bis-benzyloxy-5-(13-benzyloxy-10-oxo-tridecyl)-1-(4-methoxy-benzyl)-pyrrolidin-2-one

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Chemical Property of (3S,4R,5R)-3,4-Bis-benzyloxy-5-(13-benzyloxy-10-oxo-tridecyl)-1-(4-methoxy-benzyl)-pyrrolidin-2-one

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Technology Process of (3S,4R,5R)-3,4-Bis-benzyloxy-5-(13-benzyloxy-10-oxo-tridecyl)-1-(4-methoxy-benzyl)-pyrrolidin-2-one

There total 9 articles about (3S,4R,5R)-3,4-Bis-benzyloxy-5-(13-benzyloxy-10-oxo-tridecyl)-1-(4-methoxy-benzyl)-pyrrolidin-2-one 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: 100.0%

: 100-39-0
benzyl bromide

: 220831-07-2
(3S,4R,5R)-5-(13-Benzyloxy-10-oxo-tridecyl)-3,4-dihydroxy-1-(4-methoxy-benzyl)-pyrrolidin-2-one

: 220830-99-9
(3S,4R,5R)-3,4-Bis-benzyloxy-5-(13-benzyloxy-10-oxo-tridecyl)-1-(4-methoxy-benzyl)-pyrrolidin-2-one

Guidance literature:: With silver(l) oxide; In ethyl acetate;
DOI:10.1016/S0040-4039(98)02605-7

Reference yield:

: 183312-54-1
3-benzyloxypropylmagnesium bromide

: 220830-99-9
(3S,4R,5R)-3,4-Bis-benzyloxy-5-(13-benzyloxy-10-oxo-tridecyl)-1-(4-methoxy-benzyl)-pyrrolidin-2-one

Guidance literature:: Multi-step reaction with 4 steps

1: tetrahydrofuran / 0 °C

2: 90 percent / PCC, MS 4A / CH₂Cl₂

3: 92 percent / Bu₄NF / tetrahydrofuran

4: 100 percent / Ag₂O / ethyl acetate

With tetrabutyl ammonium fluoride; pyridinium chlorochromate; silver(l) oxide; In tetrahydrofuran; dichloromethane; ethyl acetate;
DOI:10.1016/S0040-4039(98)02605-7

Reference yield:

: 88476-93-1
10-undecen-1-ylmagnesium bromide

: 220830-99-9
(3S,4R,5R)-3,4-Bis-benzyloxy-5-(13-benzyloxy-10-oxo-tridecyl)-1-(4-methoxy-benzyl)-pyrrolidin-2-one

Guidance literature:: Multi-step reaction with 7 steps

1: 2.) Et₃SiH, BF₃*OEt₂ / 1.) THF, r.t.; 2.) CH₂Cl₂, -78 deg C to -50 deg C

2: 99 percent / OsO₄, NMO / acetone; H₂O

3: NaIO₄ / diethyl ether; H₂O

4: tetrahydrofuran / 0 °C

5: 90 percent / PCC, MS 4A / CH₂Cl₂

6: 92 percent / Bu₄NF / tetrahydrofuran

7: 100 percent / Ag₂O / ethyl acetate

With triethylsilane; sodium periodate; osmium(VIII) oxide; N-methyl-2-indolinone; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; pyridinium chlorochromate; silver(l) oxide; In tetrahydrofuran; diethyl ether; dichloromethane; water; ethyl acetate; acetone;
DOI:10.1016/S0040-4039(98)02605-7