(S)-2-Benzoylamino-2-{(4R,5R)-5-[2-(4-methoxy-benzyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-3-methoxymethoxy-propionic acid methyl ester

Base Information

Chemical Name:(S)-2-Benzoylamino-2-{(4R,5R)-5-[2-(4-methoxy-benzyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-3-methoxymethoxy-propionic acid methyl ester
CAS No.:158356-08-2
Molecular Formula:C₂₈H₃₇NO₉
Molecular Weight:531.603
Hs Code.:

Synonyms:(S)-2-Benzoylamino-2-{(4R,5R)-5-[2-(4-methoxy-benzyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-3-methoxymethoxy-propionic acid methyl ester

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Chemical Property of (S)-2-Benzoylamino-2-{(4R,5R)-5-[2-(4-methoxy-benzyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-3-methoxymethoxy-propionic acid methyl ester

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Technology Process of (S)-2-Benzoylamino-2-{(4R,5R)-5-[2-(4-methoxy-benzyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-3-methoxymethoxy-propionic acid methyl ester

There total 13 articles about (S)-2-Benzoylamino-2-{(4R,5R)-5-[2-(4-methoxy-benzyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-3-methoxymethoxy-propionic acid methyl ester 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:

: 2186-92-7
p-Anisaldehyde dimethyl acetal

: 158356-08-2
(S)-2-Benzoylamino-2-{(4R,5R)-5-[2-(4-methoxy-benzyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-3-methoxymethoxy-propionic acid methyl ester

Guidance literature:: Multi-step reaction with 12 steps

1: 1.) p-TsOH*H₂O, 2.) NaBH₄, 3.) p-TsOH*H₂O

2: oxalyl chloride in DMSO, Et₃N

3: LDA / tetrahydrofuran / -78 °C

4: 71 percent / NaN₃, 15-crown-5 / hexamethylphosphoric acid triamide / 100 °C

5: 100 percent / NaBH₄ / ethanol

6: 100 percent / i-Pr₂EtN / CH₂Cl₂

7: H₂ / 10percent Pd/C / ethanol

8: pyridine

9: 86 percent / NaBH₃CN, TMSCl / acetonitrile

10: oxalyl chloride in DMSO, Et₃N

11: NaClO₂, NH₂SO₃H / dioxane; H₂O

12: diethyl ether

With pyridine; sodium chlorite; sodium tetrahydroborate; chloro-trimethyl-silane; sodium azide; oxalyl dichloride; 15-crown-5; aminosulfonic acid; hydrogen; sodium cyanoborohydride; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; lithium diisopropyl amide; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; N,N,N,N,N,N-hexamethylphosphoric triamide; diethyl ether; ethanol; dichloromethane; water; acetonitrile;
DOI:10.1248/cpb.42.994

Reference yield:

: 77-76-9
2,2-dimethoxy-propane

: 158356-08-2
(S)-2-Benzoylamino-2-{(4R,5R)-5-[2-(4-methoxy-benzyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-3-methoxymethoxy-propionic acid methyl ester

Guidance literature:: Multi-step reaction with 12 steps

1: 1.) p-TsOH*H₂O, 2.) NaBH₄, 3.) p-TsOH*H₂O

2: oxalyl chloride in DMSO, Et₃N

3: LDA / tetrahydrofuran / -78 °C

4: 71 percent / NaN₃, 15-crown-5 / hexamethylphosphoric acid triamide / 100 °C

5: 100 percent / NaBH₄ / ethanol

6: 100 percent / i-Pr₂EtN / CH₂Cl₂

7: H₂ / 10percent Pd/C / ethanol

8: pyridine

9: 86 percent / NaBH₃CN, TMSCl / acetonitrile

10: oxalyl chloride in DMSO, Et₃N

11: NaClO₂, NH₂SO₃H / dioxane; H₂O

12: diethyl ether

With pyridine; sodium chlorite; sodium tetrahydroborate; chloro-trimethyl-silane; sodium azide; oxalyl dichloride; 15-crown-5; aminosulfonic acid; hydrogen; sodium cyanoborohydride; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; lithium diisopropyl amide; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; N,N,N,N,N,N-hexamethylphosphoric triamide; diethyl ether; ethanol; dichloromethane; water; acetonitrile;
DOI:10.1248/cpb.42.994

Reference yield:

: 1,3-O-p-methoxybenzylidene-4,6-O-isopropylidene-D-glucitol

: 158356-08-2
(S)-2-Benzoylamino-2-{(4R,5R)-5-[2-(4-methoxy-benzyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-3-methoxymethoxy-propionic acid methyl ester

Guidance literature:: Multi-step reaction with 11 steps

1: oxalyl chloride in DMSO, Et₃N

2: LDA / tetrahydrofuran / -78 °C

3: 71 percent / NaN₃, 15-crown-5 / hexamethylphosphoric acid triamide / 100 °C

4: 100 percent / NaBH₄ / ethanol

5: 100 percent / i-Pr₂EtN / CH₂Cl₂

6: H₂ / 10percent Pd/C / ethanol

7: pyridine

8: 86 percent / NaBH₃CN, TMSCl / acetonitrile

9: oxalyl chloride in DMSO, Et₃N

10: NaClO₂, NH₂SO₃H / dioxane; H₂O

11: diethyl ether

With pyridine; sodium chlorite; sodium tetrahydroborate; chloro-trimethyl-silane; sodium azide; oxalyl dichloride; 15-crown-5; aminosulfonic acid; hydrogen; sodium cyanoborohydride; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; lithium diisopropyl amide; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; N,N,N,N,N,N-hexamethylphosphoric triamide; diethyl ether; ethanol; dichloromethane; water; acetonitrile;
DOI:10.1248/cpb.42.994