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

Base Information

Chemical Name:(3R,4S)-3-benzyloxy-1-(di-p-anisylmethyl)-4-<(S)-1-hydroxybenzyl>-2-azetidinone
CAS No.:130193-83-8
Molecular Formula:C₃₂H₃₁NO₅
Molecular Weight:509.602
Hs Code.:

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

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

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

There total 9 articles about (3R,4S)-3-benzyloxy-1-(di-p-anisylmethyl)-4-<(S)-1-hydroxybenzyl>-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: 7.7%

: 130115-15-0
(3R,4R)-4-benzoyl-3-benzyloxy-1-(di-p-anisylmethyl)-2-azetidinone

: 130115-14-9
(3R,4R)-3-benzyloxy-1-(di-p-anisylmethyl)-4-<(R)-1-hydroxybenzyl>-2-azetidinone

: 130193-83-8
(3R,4S)-3-benzyloxy-1-(di-p-anisylmethyl)-4-<(S)-1-hydroxybenzyl>-2-azetidinone

Guidance literature:: With sodium tetrahydroborate; In methanol; dichloromethane; at 0 ℃; for 0.25h;
DOI:10.1016/S0040-4020(01)88510-0

Reference yield:

: 19810-31-2
Benzyloxyacetyl chloride

: 130193-83-8
(3R,4S)-3-benzyloxy-1-(di-p-anisylmethyl)-4-<(S)-1-hydroxybenzyl>-2-azetidinone

Guidance literature:: Multi-step reaction with 4 steps

1: Et₃N / CH₂Cl₂ / Ambient temperature

2: 99 percent / Bu₄NF / tetrahydrofuran / 2.5 h / Ambient temperature

3: oxalyl chloride / dimethylsulfoxide; CH₂Cl₂ / 0.5 h / -78 °C

4: 79 percent / NaBH₄ / CH₂Cl₂; methanol / 0.25 h / 0 °C

With sodium tetrahydroborate; oxalyl dichloride; tetrabutyl ammonium fluoride; triethylamine; In tetrahydrofuran; methanol; dichloromethane; dimethyl sulfoxide;
DOI:10.1016/S0040-4020(01)88510-0

Reference yield:

: 20698-91-3
(R)-methyl mandelate

: 130193-83-8
(3R,4S)-3-benzyloxy-1-(di-p-anisylmethyl)-4-<(S)-1-hydroxybenzyl>-2-azetidinone

Guidance literature:: Multi-step reaction with 7 steps

1: 98 percent / imidazole / dimethylformamide / Ambient temperature

2: 82 percent / DIBAL / hexane; diethyl ether / 0.33 h / -78 °C

3: MgSO₄ / toluene / 1 h / 0 °C

4: Et₃N / CH₂Cl₂ / Ambient temperature

5: 99 percent / Bu₄NF / tetrahydrofuran / 2.5 h / Ambient temperature

6: oxalyl chloride / dimethylsulfoxide; CH₂Cl₂ / 0.5 h / -78 °C

7: 79 percent / NaBH₄ / CH₂Cl₂; methanol / 0.25 h / 0 °C

With 1H-imidazole; sodium tetrahydroborate; oxalyl dichloride; tetrabutyl ammonium fluoride; diisobutylaluminium hydride; magnesium sulfate; triethylamine; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene;
DOI:10.1016/S0040-4020(01)88510-0