methyl 3,4-dideoxy-5,6:7,8-di-O-isopropylidene-2-(methoxycarbonyl)-4-(N-p-toluenesulfonyl)amino-D-manno-octanoate

Base Information

Chemical Name:methyl 3,4-dideoxy-5,6:7,8-di-O-isopropylidene-2-(methoxycarbonyl)-4-(N-p-toluenesulfonyl)amino-D-manno-octanoate
CAS No.:275812-87-8
Molecular Formula:C₂₄H₃₅NO₁₀S
Molecular Weight:529.609
Hs Code.:

Synonyms:methyl 3,4-dideoxy-5,6:7,8-di-O-isopropylidene-2-(methoxycarbonyl)-4-(N-p-toluenesulfonyl)amino-D-manno-octanoate

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Chemical Property of methyl 3,4-dideoxy-5,6:7,8-di-O-isopropylidene-2-(methoxycarbonyl)-4-(N-p-toluenesulfonyl)amino-D-manno-octanoate

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Technology Process of methyl 3,4-dideoxy-5,6:7,8-di-O-isopropylidene-2-(methoxycarbonyl)-4-(N-p-toluenesulfonyl)amino-D-manno-octanoate

There total 4 articles about methyl 3,4-dideoxy-5,6:7,8-di-O-isopropylidene-2-(methoxycarbonyl)-4-(N-p-toluenesulfonyl)amino-D-manno-octanoate 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: 65.0%

: 108-59-8
malonic acid dimethyl ester

: 275812-74-3
1,2-dideoxy-3,4:5,6-di-O-isopropylidene-1,2-(N-p-toluenesulfonyl)imino-D-mannitol

: 275812-87-8
methyl 3,4-dideoxy-5,6:7,8-di-O-isopropylidene-2-(methoxycarbonyl)-4-(N-p-toluenesulfonyl)amino-D-manno-octanoate

Guidance literature:: With sodium hydride; In tetrahydrofuran; at 20 ℃; for 48h;
DOI:10.1016/S0040-4020(01)00650-0

Reference yield:

: 1-amino-1-deoxy-3,4;5,6-di-O-isopropylidene-D-glucitol p-toluenesulfonate

: 275812-87-8
methyl 3,4-dideoxy-5,6:7,8-di-O-isopropylidene-2-(methoxycarbonyl)-4-(N-p-toluenesulfonyl)amino-D-manno-octanoate

Guidance literature:: Multi-step reaction with 4 steps

1: Et₃N / CH₂Cl₂ / 0.5 h / 20 °C

2: 10.5 g / Et₃N / CH₂Cl₂ / 1 h / 20 °C

3: 79 percent / NaH / tetrahydrofuran / 1 h / 20 °C

4: 65 percent / NaH / tetrahydrofuran / 48 h / 20 °C

With sodium hydride; triethylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1016/S0040-4020(01)00650-0

Reference yield:

: 275812-72-1
1-deoxy-3,4:5,6-di-O-isopropylidene-2-O-methanesulfonyl-1-(N-p-toluenesulfonyl)amino-D-glucitol

: 275812-87-8
methyl 3,4-dideoxy-5,6:7,8-di-O-isopropylidene-2-(methoxycarbonyl)-4-(N-p-toluenesulfonyl)amino-D-manno-octanoate

Guidance literature:: Multi-step reaction with 2 steps

1: 79 percent / NaH / tetrahydrofuran / 1 h / 20 °C

2: 65 percent / NaH / tetrahydrofuran / 48 h / 20 °C

With sodium hydride; In tetrahydrofuran;
DOI:10.1016/S0040-4020(01)00650-0