Benzoic acid (S)-[(4R,4aS,6R,8S,8aR)-6-((S)-2,3-diacetoxy-propyl)-8-methoxy-7,7-dimethyl-hexahydro-pyrano[3,2-d][1,3]dioxin-4-ylcarbamoyl]-((2R,5R,6R)-2-methoxy-5,6-dimethyl-4-methylene-tetrahydro-pyran-2-yl)-methyl ester

Base Information

Chemical Name:Benzoic acid (S)-[(4R,4aS,6R,8S,8aR)-6-((S)-2,3-diacetoxy-propyl)-8-methoxy-7,7-dimethyl-hexahydro-pyrano[3,2-d][1,3]dioxin-4-ylcarbamoyl]-((2R,5R,6R)-2-methoxy-5,6-dimethyl-4-methylene-tetrahydro-pyran-2-yl)-methyl ester
CAS No.:855282-37-0
Molecular Formula:C₃₅H₄₉NO₁₃
Molecular Weight:691.773
Hs Code.:

Benzoic acid (S)-[(4R,4aS,6R,8S,8aR)-6-((S)-2,3-diacetoxy-propyl)-8-methoxy-7,7-dimethyl-hexahydro-pyrano[3,2-d][1,3]dioxin-4-ylcarbamoyl]-((2R,5R,6R)-2-methoxy-5,6-dimethyl-4-methylene-tetrahydro-pyran-2-yl)-methyl ester

Synonyms:Benzoic acid (S)-[(4R,4aS,6R,8S,8aR)-6-((S)-2,3-diacetoxy-propyl)-8-methoxy-7,7-dimethyl-hexahydro-pyrano[3,2-d][1,3]dioxin-4-ylcarbamoyl]-((2R,5R,6R)-2-methoxy-5,6-dimethyl-4-methylene-tetrahydro-pyran-2-yl)-methyl ester

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Chemical Property of Benzoic acid (S)-[(4R,4aS,6R,8S,8aR)-6-((S)-2,3-diacetoxy-propyl)-8-methoxy-7,7-dimethyl-hexahydro-pyrano[3,2-d][1,3]dioxin-4-ylcarbamoyl]-((2R,5R,6R)-2-methoxy-5,6-dimethyl-4-methylene-tetrahydro-pyran-2-yl)-methyl ester

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Technology Process of Benzoic acid (S)-[(4R,4aS,6R,8S,8aR)-6-((S)-2,3-diacetoxy-propyl)-8-methoxy-7,7-dimethyl-hexahydro-pyrano[3,2-d][1,3]dioxin-4-ylcarbamoyl]-((2R,5R,6R)-2-methoxy-5,6-dimethyl-4-methylene-tetrahydro-pyran-2-yl)-methyl ester

There total 8 articles about Benzoic acid (S)-[(4R,4aS,6R,8S,8aR)-6-((S)-2,3-diacetoxy-propyl)-8-methoxy-7,7-dimethyl-hexahydro-pyrano[3,2-d][1,3]dioxin-4-ylcarbamoyl]-((2R,5R,6R)-2-methoxy-5,6-dimethyl-4-methylene-tetrahydro-pyran-2-yl)-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: 61.0%

: 855282-32-5
Acetic acid (S)-1-acetoxymethyl-2-((4aS,6R,8S,8aR)-4-amino-8-methoxy-7,7-dimethyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yl)-ethyl ester

: 175085-05-9
(S)-2-(benzoyloxy)-2-((2R,5R,6R)-tetrahydro-2-methoxy-5,6-dimethyl-4-methylene-2H-pyran-2-yl)acetic acid

: 855282-37-0
Benzoic acid (S)-[(4R,4aS,6R,8S,8aR)-6-((S)-2,3-diacetoxy-propyl)-8-methoxy-7,7-dimethyl-hexahydro-pyrano[3,2-d][1,3]dioxin-4-ylcarbamoyl]-((2R,5R,6R)-2-methoxy-5,6-dimethyl-4-methylene-tetrahydro-pyran-2-yl)-methyl ester

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; for 20h;
DOI:10.1021/ja050728l

Reference yield:

: Acetic acid (4R,4aS,8S,8aR)-6-(2,3-dihydroxy-propyl)-8-methoxy-7,7-dimethyl-hexahydro-pyrano[3,2-d][1,3]dioxin-4-yl ester

: 855282-37-0
Benzoic acid (S)-[(4R,4aS,6R,8S,8aR)-6-((S)-2,3-diacetoxy-propyl)-8-methoxy-7,7-dimethyl-hexahydro-pyrano[3,2-d][1,3]dioxin-4-ylcarbamoyl]-((2R,5R,6R)-2-methoxy-5,6-dimethyl-4-methylene-tetrahydro-pyran-2-yl)-methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 92 percent / DMAP / CH₂Cl₂

2: 26.8 mg / TMSN₃; TMSOTf / acetonitrile / 1 h / -78 - 0 °C

3: H₂ / Pd/C / ethyl acetate / 2 h / 20 °C

4: 61 percent / DIPEA; PyAOP / CH₂Cl₂ / 20 h / 20 °C

With dmap; trimethylsilyl trifluoromethanesulfonate; trimethylsilylazide; hydrogen; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In dichloromethane; ethyl acetate; acetonitrile;
DOI:10.1021/ja050728l

Reference yield:

: Acetic acid 2-((4aS,8S,8aR)-4-acetoxy-8-methoxy-7,7-dimethyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yl)-1-acetoxymethyl-ethyl ester

: 855282-37-0
Benzoic acid (S)-[(4R,4aS,6R,8S,8aR)-6-((S)-2,3-diacetoxy-propyl)-8-methoxy-7,7-dimethyl-hexahydro-pyrano[3,2-d][1,3]dioxin-4-ylcarbamoyl]-((2R,5R,6R)-2-methoxy-5,6-dimethyl-4-methylene-tetrahydro-pyran-2-yl)-methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 26.8 mg / TMSN₃; TMSOTf / acetonitrile / 1 h / -78 - 0 °C

2: H₂ / Pd/C / ethyl acetate / 2 h / 20 °C

3: 61 percent / DIPEA; PyAOP / CH₂Cl₂ / 20 h / 20 °C

With trimethylsilyl trifluoromethanesulfonate; trimethylsilylazide; hydrogen; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In dichloromethane; ethyl acetate; acetonitrile;
DOI:10.1021/ja050728l