(1R,2S,3R,4R)-1-<<(benzyloxy)carbonyl>amino>-2,3-bis<(methoxymethyl)oxy>-1-(p-methoxyphenyl)-4-<(methylsulfonyl)oxy>pentane

Base Information

Chemical Name:(1R,2S,3R,4R)-1-<<(benzyloxy)carbonyl>amino>-2,3-bis<(methoxymethyl)oxy>-1-(p-methoxyphenyl)-4-<(methylsulfonyl)oxy>pentane
CAS No.:99878-69-0
Molecular Formula:C₂₅H₃₅NO₁₀S
Molecular Weight:541.62
Hs Code.:

Synonyms:(1R,2S,3R,4R)-1-<<(benzyloxy)carbonyl>amino>-2,3-bis<(methoxymethyl)oxy>-1-(p-methoxyphenyl)-4-<(methylsulfonyl)oxy>pentane

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (1R,2S,3R,4R)-1-<<(benzyloxy)carbonyl>amino>-2,3-bis<(methoxymethyl)oxy>-1-(p-methoxyphenyl)-4-<(methylsulfonyl)oxy>pentane

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Technology Process of (1R,2S,3R,4R)-1-<<(benzyloxy)carbonyl>amino>-2,3-bis<(methoxymethyl)oxy>-1-(p-methoxyphenyl)-4-<(methylsulfonyl)oxy>pentane

There total 21 articles about (1R,2S,3R,4R)-1-<<(benzyloxy)carbonyl>amino>-2,3-bis<(methoxymethyl)oxy>-1-(p-methoxyphenyl)-4-<(methylsulfonyl)oxy>pentane 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: 86.0%

: 124-63-0
methanesulfonyl chloride

: 108394-49-6
(2S,3S,4S,5R)-5-<<(benzyloxy)carbonyl>amino>-3,4-bis<(methoxymethyl)oxy>-5-(p-methoxyphenyl)-2-pentanol

: 99878-69-0,108082-47-9,108082-55-9
(1R,2S,3R,4S)-1-<<(benzyloxy)carbonyl>amino>-2,3-bis<(methoxymethyl)oxy>-1-(p-methoxyphenyl)-4-<(methylsulfonyl)oxy>pentane

Guidance literature:: With triethylamine; In dichloromethane; at 0 - 20 ℃; for 0.166667h;
DOI:10.1021/jo00386a012

Reference yield: 58.0%

: 99883-69-9
(2R,3S,4S,5R)-5-<<(benzyloxy)carbonyl>amino>-3,4-bis<(methoxymethyl)oxy>-5-(p-methoxyphenyl)-2-pentanol

: 124-63-0
methanesulfonyl chloride

: 99878-69-0
(1R,2S,3R,4R)-1-<<(benzyloxy)carbonyl>amino>-2,3-bis<(methoxymethyl)oxy>-1-(p-methoxyphenyl)-4-<(methylsulfonyl)oxy>pentane

Guidance literature:: With triethylamine; In dichloromethane; at 0 - 20 ℃; for 0.166667h;
DOI:10.1021/jo00386a012

Reference yield:

: 99878-65-6
(1R,2S,3S)-4-(benzyloxy)-2,3-bis<(methoxymethyl)oxy>-1-(p-methoxyphenyl)-1-(1,3-dioxo-2-azindan-2-yl)butane

: 99878-69-0
(1R,2S,3R,4R)-1-<<(benzyloxy)carbonyl>amino>-2,3-bis<(methoxymethyl)oxy>-1-(p-methoxyphenyl)-4-<(methylsulfonyl)oxy>pentane

Guidance literature:: Multi-step reaction with 6 steps

1: 75 percent / H₂ / 10percent Pd on C / methanol / 3.5 h / 760 Torr

2: 1.) oxalyl chloride, Me₂SO, 2.) Et₃N / 1.) CH₂Cl₂, -78 deg C, 1 h, 2.) -78 - 20 deg C

3: 1.) Mg / 1.) Et₂O, 2.) Et₂O, -78 deg C, 2 h

4: hydrazine hydrate / ethanol / 2.5 h / Heating

5: Na₂CO₃ / CH₂Cl₂; H₂O / 2 h / Ambient temperature

6: 58 percent / triethylamine / CH₂Cl₂ / 0.17 h / 0 - 20 °C

With oxalyl dichloride; hydrogen; sodium carbonate; hydrazine hydrate; magnesium; dimethyl sulfoxide; triethylamine; palladium on activated charcoal; In methanol; ethanol; dichloromethane; water;
DOI:10.1021/jo00386a012