(3S,4R)-3-<(R)-1-benzyloxycarbonyloxyethyl>-1-(di-p-anisylmethyl)-4-<(R)-1-hydroxymethylethyl>-2-azetidinone

Base Information

Chemical Name:(3S,4R)-3-<(R)-1-benzyloxycarbonyloxyethyl>-1-(di-p-anisylmethyl)-4-<(R)-1-hydroxymethylethyl>-2-azetidinone
CAS No.:104363-00-0
Molecular Formula:C₃₁H₃₅NO₇
Molecular Weight:533.621
Hs Code.:

Synonyms:(3S,4R)-3-<(R)-1-benzyloxycarbonyloxyethyl>-1-(di-p-anisylmethyl)-4-<(R)-1-hydroxymethylethyl>-2-azetidinone

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Chemical Property of (3S,4R)-3-<(R)-1-benzyloxycarbonyloxyethyl>-1-(di-p-anisylmethyl)-4-<(R)-1-hydroxymethylethyl>-2-azetidinone

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Technology Process of (3S,4R)-3-<(R)-1-benzyloxycarbonyloxyethyl>-1-(di-p-anisylmethyl)-4-<(R)-1-hydroxymethylethyl>-2-azetidinone

There total 9 articles about (3S,4R)-3-<(R)-1-benzyloxycarbonyloxyethyl>-1-(di-p-anisylmethyl)-4-<(R)-1-hydroxymethylethyl>-2-azetidinone 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%

: 104362-90-5
(3S,4S)-3-<(R)-1-benzyloxycarbonyloxyethyl>-4-<(R)-1-tert-butyldimethylsilyloxymethylethyl>-1-(di-p-anisylmethyl)-2-azetidinone

: 104363-00-0
(3S,4R)-3-<(R)-1-benzyloxycarbonyloxyethyl>-1-(di-p-anisylmethyl)-4-<(R)-1-hydroxymethylethyl>-2-azetidinone

Guidance literature:: With hydrogenchloride; In methanol; for 0.333333h;
DOI:10.1248/cpb.40.1098

Reference yield:

: 104362-55-2
(3S,4S)-3-<(R)-1-benzyloxycarbonyloxyethyl>-1-(di-p-anisylmethyl)-4-(1-hydroxymethylethenyl)-2-azetidinone

: 104420-11-3
(3S,4R)-3-<(R)-1-benzyloxycarbonyloxyethyl>-1-(di-p-anisylmethyl)-4-<(S)-1-hydroxymethylethyl>-2-azetidinone

: 104363-00-0
(3S,4R)-3-<(R)-1-benzyloxycarbonyloxyethyl>-1-(di-p-anisylmethyl)-4-<(R)-1-hydroxymethylethyl>-2-azetidinone

Guidance literature:: With hydrogen; platinum(IV) oxide; In acetonitrile; at 0 - 5 ℃; for 3h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
DOI:10.1248/cpb.40.1098

Reference yield:

: 501-53-1,94274-21-2
benzyl chloroformate

: 104363-00-0
(3S,4R)-3-<(R)-1-benzyloxycarbonyloxyethyl>-1-(di-p-anisylmethyl)-4-<(R)-1-hydroxymethylethyl>-2-azetidinone

Guidance literature:: Multi-step reaction with 5 steps

1: 100 percent / 4-dimethylaminopyridine (DMAP) / CH₂Cl₂ / 12 h / 0 - 20 °C

2: 89 percent / SOCl₂, pyridine / toluene / 5 h / 20 - 30 °C

3: 95 percent / Cl₂ / ethyl acetate; CCl₄ / 1 h / Ambient temperature

4: 79 percent / Cu₂O, p-toluenesulfonic acid monohydrate, water / dimethylsulfoxide / 2 h / 50 - 55 °C

5: H₂ / PtO₂ / acetonitrile / 3 h / 0 - 5 °C

With pyridine; copper(I) oxide; dmap; thionyl chloride; water; hydrogen; chlorine; toluene-4-sulfonic acid; platinum(IV) oxide; In tetrachloromethane; dichloromethane; dimethyl sulfoxide; ethyl acetate; toluene; acetonitrile;
DOI:10.1248/cpb.40.1098