(1R)-2,3,4,5-tetra-O-benzyl-6,7-O-isopropylidene-1-(2-thiazolyl)-D-allo-D-glycero-heptitol

Base Information

Chemical Name:(1R)-2,3,4,5-tetra-O-benzyl-6,7-O-isopropylidene-1-(2-thiazolyl)-D-allo-D-glycero-heptitol
CAS No.:103795-26-2
Molecular Formula:C₄₁H₄₅NO₇S
Molecular Weight:695.877
Hs Code.:

Synonyms:(1R)-2,3,4,5-tetra-O-benzyl-6,7-O-isopropylidene-1-(2-thiazolyl)-D-allo-D-glycero-heptitol

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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)-2,3,4,5-tetra-O-benzyl-6,7-O-isopropylidene-1-(2-thiazolyl)-D-allo-D-glycero-heptitol

Chemical Property:

Purity/Quality:

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MSDS Files:

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Technology Process of (1R)-2,3,4,5-tetra-O-benzyl-6,7-O-isopropylidene-1-(2-thiazolyl)-D-allo-D-glycero-heptitol

There total 50 articles about (1R)-2,3,4,5-tetra-O-benzyl-6,7-O-isopropylidene-1-(2-thiazolyl)-D-allo-D-glycero-heptitol 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:

: 118319-75-8
(2R,3R,4R,5R)-2,3,4,5-Tetrakis-benzyloxy-5-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-1-thiazol-2-yl-pentan-1-one

: 103795-26-2,118395-97-4
(1S,2S,3S,4R,5R)-2,3,4,5-Tetrakis-benzyloxy-5-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-1-thiazol-2-yl-pentan-1-ol

: 103795-26-2
(1R)-2,3,4,5-tetra-O-benzyl-6,7-O-isopropylidene-1-(2-thiazolyl)-D-allo-D-glycero-heptitol

Guidance literature:: With L-Selectride; In tetrahydrofuran; at -78 ℃; for 1h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
DOI:10.1021/jo00264a036

Reference yield:

: 118319-75-8
(2R,3R,4R,5R)-2,3,4,5-Tetrakis-benzyloxy-5-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-1-thiazol-2-yl-pentan-1-one

: 103795-26-2,118395-97-4
(1S,2S,3S,4R,5R)-2,3,4,5-Tetrakis-benzyloxy-5-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-1-thiazol-2-yl-pentan-1-ol

: 103795-26-2
(1R)-2,3,4,5-tetra-O-benzyl-6,7-O-isopropylidene-1-(2-thiazolyl)-D-allo-D-glycero-heptitol

Guidance literature:: With L-Selectride; In tetrahydrofuran; at -78 ℃; for 1h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
DOI:10.1021/jo00264a036

Reference yield:

: 103795-12-6
(R)-2-(benzyloxy)-2-[(R)-2,2-dimethyl-1,3-dioxolan-4-yl]acetaldehyde

: 103795-26-2
(1R)-2,3,4,5-tetra-O-benzyl-6,7-O-isopropylidene-1-(2-thiazolyl)-D-allo-D-glycero-heptitol

Guidance literature:: Multi-step reaction with 7 steps

1: 2) nBu₄NF / 1) CH₂Cl₂, 10 h, room temp.; 2) THF, 2 h

3: 2) nBu₄NF / 1) CH₂Cl₂, 10 h, room temp.; 2) THF, 2 h

5: 2) nBu₄NF / 1) CH₂Cl₂, 10 h, room temp.; 2) THF, 2 h

7: 2) nBu₄NF / 1) CH₂Cl₂, 10 h, room temp.; 2) THF, 2 h

With tetrabutyl ammonium fluoride;