(4R,5R,1'S)-N,O-di(p-toluenesulfonyl)-5-(1'-aminoallyl)-4-hydroxymethyl-1,3-dioxolan-2-one

Base Information

Chemical Name:(4R,5R,1'S)-N,O-di(p-toluenesulfonyl)-5-(1'-aminoallyl)-4-hydroxymethyl-1,3-dioxolan-2-one
CAS No.:402846-24-6
Molecular Formula:C₂₁H₂₃NO₈S₂
Molecular Weight:481.548
Hs Code.:

Synonyms:(4R,5R,1'S)-N,O-di(p-toluenesulfonyl)-5-(1'-aminoallyl)-4-hydroxymethyl-1,3-dioxolan-2-one

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Chemical Property of (4R,5R,1'S)-N,O-di(p-toluenesulfonyl)-5-(1'-aminoallyl)-4-hydroxymethyl-1,3-dioxolan-2-one

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Technology Process of (4R,5R,1'S)-N,O-di(p-toluenesulfonyl)-5-(1'-aminoallyl)-4-hydroxymethyl-1,3-dioxolan-2-one

There total 6 articles about (4R,5R,1'S)-N,O-di(p-toluenesulfonyl)-5-(1'-aminoallyl)-4-hydroxymethyl-1,3-dioxolan-2-one 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: 91.0%

: 98-59-9
p-toluenesulfonyl chloride

: 402846-23-5
(4S,5R,1'R)-N-(p-toluenesulfonyl)-5-(1',2'-dihydroxyethyl)-4-vinyl-2-oxazolidinone

: 402846-24-6
(4R,5R,1'S)-N,O-di(p-toluenesulfonyl)-5-(1'-aminoallyl)-4-hydroxymethyl-1,3-dioxolan-2-one

Guidance literature:: With di(n-butyl)tin oxide; triethylamine; In dichloromethane; at 20 ℃;
DOI:10.1021/jo0161429

Reference yield:

: 402933-11-3
(Z)-(4R,5R)-5,6-O-isopropylidenehex-2-ene-1,4-diol

: 402846-24-6
(4R,5R,1'S)-N,O-di(p-toluenesulfonyl)-5-(1'-aminoallyl)-4-hydroxymethyl-1,3-dioxolan-2-one

Guidance literature:: Multi-step reaction with 4 steps

1: tetrahydrofuran / 0.17 h / 20 °C

2: LiBr / Pd(OAc)2 / tetrahydrofuran / Heating

3: 93 percent / CuCl₂*2H₂O / acetonitrile / 5 h / Heating

4: 91 percent / Bu₂SnO; Et₃N / CH₂Cl₂ / 20 °C

With di(n-butyl)tin oxide; triethylamine; lithium bromide; palladium diacetate; In tetrahydrofuran; dichloromethane; acetonitrile;
DOI:10.1021/jo0161429

Reference yield:

: (R)-1-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-but-2-yne-1,4-diol

: 402846-24-6
(4R,5R,1'S)-N,O-di(p-toluenesulfonyl)-5-(1'-aminoallyl)-4-hydroxymethyl-1,3-dioxolan-2-one

Guidance literature:: Multi-step reaction with 5 steps

1: H₂; NaBH₄ / Ni(OAc)2 / 760.05 Torr

2: tetrahydrofuran / 0.17 h / 20 °C

3: LiBr / Pd(OAc)2 / tetrahydrofuran / Heating

4: 93 percent / CuCl₂*2H₂O / acetonitrile / 5 h / Heating

5: 91 percent / Bu₂SnO; Et₃N / CH₂Cl₂ / 20 °C

With sodium tetrahydroborate; hydrogen; di(n-butyl)tin oxide; triethylamine; lithium bromide; palladium diacetate; nickel diacetate; In tetrahydrofuran; dichloromethane; acetonitrile;
DOI:10.1021/jo0161429