(3S,4R,5R)-5-(13-Benzyloxy-10-oxo-tridecyl)-1-(4-methoxy-benzyl)-3,4-bis-triisopropylsilanyloxy-pyrrolidin-2-one

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Chemical Name:(3S,4R,5R)-5-(13-Benzyloxy-10-oxo-tridecyl)-1-(4-methoxy-benzyl)-3,4-bis-triisopropylsilanyloxy-pyrrolidin-2-one
CAS No.:220831-06-1
Molecular Formula:C₅₀H₈₅NO₆Si₂
Molecular Weight:852.399
Hs Code.:

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

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

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

There total 7 articles about (3S,4R,5R)-5-(13-Benzyloxy-10-oxo-tridecyl)-1-(4-methoxy-benzyl)-3,4-bis-triisopropylsilanyloxy-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: 90.0%

: 220830-98-8
(3S,4R,5R)-5-(13-Benzyloxy-10-hydroxy-tridecyl)-1-(4-methoxy-benzyl)-3,4-bis-triisopropylsilanyloxy-pyrrolidin-2-one

: 220831-06-1
(3S,4R,5R)-5-(13-Benzyloxy-10-oxo-tridecyl)-1-(4-methoxy-benzyl)-3,4-bis-triisopropylsilanyloxy-pyrrolidin-2-one

Guidance literature:: With pyridinium chlorochromate; In dichloromethane;
DOI:10.1016/S0040-4039(98)02605-7

Reference yield:

: 183312-54-1
3-benzyloxypropylmagnesium bromide

: 220831-06-1
(3S,4R,5R)-5-(13-Benzyloxy-10-oxo-tridecyl)-1-(4-methoxy-benzyl)-3,4-bis-triisopropylsilanyloxy-pyrrolidin-2-one

Guidance literature:: Multi-step reaction with 2 steps

1: tetrahydrofuran / 0 °C

2: 90 percent / PCC, MS 4A / CH₂Cl₂

With pyridinium chlorochromate; In tetrahydrofuran; dichloromethane;
DOI:10.1016/S0040-4039(98)02605-7

Reference yield:

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

: 220831-06-1
(3S,4R,5R)-5-(13-Benzyloxy-10-oxo-tridecyl)-1-(4-methoxy-benzyl)-3,4-bis-triisopropylsilanyloxy-pyrrolidin-2-one

Guidance literature:: Multi-step reaction with 5 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

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