Chiral building blocks from biomass : 2,5-diamino-2,5-dideoxy-1,4-3,6-dianhydroiditol

S. Thiyagarajan; L. Gootjes; W. Vogelzang; J. Wu; J. van Haveren; D.S. van Es

doi:10.1016/j.tet.2010.11.031

Chiral building blocks from biomass : 2,5-diamino-2,5-dideoxy-1,4-3,6-dianhydroiditol

S. Thiyagarajan, L. Gootjes, W. Vogelzang, J. Wu, J. van Haveren, D.S. van Es

Research output: Contribution to journal › Article › Academic › peer-review

45 Citations (Scopus)

Abstract

An efficient route towards the synthesis of 2,5-diamino-2,5-dideoxy-1,4-3,6-dianhydroiditol 4 has been developed resulting in significant improvements in both isolated yields and purity when compared to literature procedures. As a consequence, resin-grade 2,5-diamino-2,5-dideoxy-1,4-3,6-dianhydroiditol 4 has become available for laboratory scale step-growth polymer synthesis. Additionally, an interesting renewable chiral 2-amino-2-deoxy-1,4-3,6-dianhydroiditol 10, has been isolated.

Original language	English
Pages (from-to)	383-389
Journal	Tetrahedron
Volume	67
Issue number	2
DOIs	https://doi.org/10.1016/j.tet.2010.11.031
Publication status	Published - 2011

Keywords

derivatives
isosorbide

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10.1016/j.tet.2010.11.031

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1 Finished

DPI - Greener and Bitpurer (KB-13-001-007)
van Es, D.
1/01/11 → 31/12/11
Project: EZproject

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title = "Chiral building blocks from biomass : 2,5-diamino-2,5-dideoxy-1,4-3,6-dianhydroiditol",

abstract = "An efficient route towards the synthesis of 2,5-diamino-2,5-dideoxy-1,4-3,6-dianhydroiditol 4 has been developed resulting in significant improvements in both isolated yields and purity when compared to literature procedures. As a consequence, resin-grade 2,5-diamino-2,5-dideoxy-1,4-3,6-dianhydroiditol 4 has become available for laboratory scale step-growth polymer synthesis. Additionally, an interesting renewable chiral 2-amino-2-deoxy-1,4-3,6-dianhydroiditol 10, has been isolated.",

keywords = "derivatives, isosorbide",

author = "S. Thiyagarajan and L. Gootjes and W. Vogelzang and J. Wu and {van Haveren}, J. and {van Es}, D.S.",

year = "2011",

doi = "10.1016/j.tet.2010.11.031",

language = "English",

volume = "67",

pages = "383--389",

journal = "Tetrahedron",

issn = "0040-4020",

publisher = "Elsevier",

number = "2",

}

TY - JOUR

T1 - Chiral building blocks from biomass : 2,5-diamino-2,5-dideoxy-1,4-3,6-dianhydroiditol

AU - Thiyagarajan, S.

AU - Gootjes, L.

AU - Vogelzang, W.

AU - Wu, J.

AU - van Haveren, J.

AU - van Es, D.S.

PY - 2011

Y1 - 2011

N2 - An efficient route towards the synthesis of 2,5-diamino-2,5-dideoxy-1,4-3,6-dianhydroiditol 4 has been developed resulting in significant improvements in both isolated yields and purity when compared to literature procedures. As a consequence, resin-grade 2,5-diamino-2,5-dideoxy-1,4-3,6-dianhydroiditol 4 has become available for laboratory scale step-growth polymer synthesis. Additionally, an interesting renewable chiral 2-amino-2-deoxy-1,4-3,6-dianhydroiditol 10, has been isolated.

AB - An efficient route towards the synthesis of 2,5-diamino-2,5-dideoxy-1,4-3,6-dianhydroiditol 4 has been developed resulting in significant improvements in both isolated yields and purity when compared to literature procedures. As a consequence, resin-grade 2,5-diamino-2,5-dideoxy-1,4-3,6-dianhydroiditol 4 has become available for laboratory scale step-growth polymer synthesis. Additionally, an interesting renewable chiral 2-amino-2-deoxy-1,4-3,6-dianhydroiditol 10, has been isolated.

KW - derivatives

KW - isosorbide

U2 - 10.1016/j.tet.2010.11.031

DO - 10.1016/j.tet.2010.11.031

M3 - Article

VL - 67

SP - 383

EP - 389

JO - Tetrahedron

JF - Tetrahedron

SN - 0040-4020

IS - 2

ER -

Chiral building blocks from biomass : 2,5-diamino-2,5-dideoxy-1,4-3,6-dianhydroiditol

Abstract

Keywords

Access to Document

DPI - Greener and Bitpurer (KB-13-001-007)

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