1,2,3,4-bis-O-(1-methylethylidene)-5-O-(phenylmethyl)-5-C-2-thiazolyl-(5S)-D-xylitol

Base Information

Chemical Name:1,2,3,4-bis-O-(1-methylethylidene)-5-O-(phenylmethyl)-5-C-2-thiazolyl-(5S)-D-xylitol
CAS No.:192753-80-3
Molecular Formula:C₂₁H₂₇NO₅S
Molecular Weight:405.515
Hs Code.:

Synonyms:1,2,3,4-bis-O-(1-methylethylidene)-5-O-(phenylmethyl)-5-C-2-thiazolyl-(5S)-D-xylitol

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Chemical Property of 1,2,3,4-bis-O-(1-methylethylidene)-5-O-(phenylmethyl)-5-C-2-thiazolyl-(5S)-D-xylitol

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Technology Process of 1,2,3,4-bis-O-(1-methylethylidene)-5-O-(phenylmethyl)-5-C-2-thiazolyl-(5S)-D-xylitol

There total 8 articles about 1,2,3,4-bis-O-(1-methylethylidene)-5-O-(phenylmethyl)-5-C-2-thiazolyl-(5S)-D-xylitol 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%

: 100-39-0
benzyl bromide

: 192753-62-1
1,2,3,4-bis-O-(1-methylethylidene)-5-C-2-thiazolyl-(5S)-D-xylitol

: 192753-80-3
1,2,3,4-bis-O-(1-methylethylidene)-5-O-(phenylmethyl)-5-C-2-thiazolyl-(5S)-D-xylitol

Guidance literature:: 1,2,3,4-bis-O-(1-methylethylidene)-5-C-2-thiazolyl-(5S)-D-xylitol; With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 0 ℃; for 0.5h;

benzyl bromide; In N,N-dimethyl-formamide; mineral oil; at 20 ℃; for 0.5h;

Reference yield:

: 192753-59-6
2,3,4,5-di-O-isopropylidene-L-xylose diethyl dithioacetal

: 192753-80-3
1,2,3,4-bis-O-(1-methylethylidene)-5-O-(phenylmethyl)-5-C-2-thiazolyl-(5S)-D-xylitol

Guidance literature:: Multi-step reaction with 3 steps

1: 86 percent / yellow mercury(II) oxide, HgCl₂ / acetone; H₂O / 2 h / 55 °C

2: 2.) n-Bu₄NF*3H₂O / 1) CH₂Cl₂, 0 deg C, 1 h; 2) THF, rt, 30 min

3: 1.) NaH / 1) DMF, 0 deg C, 30 min; 2) DMf, rt, 30 min

With tetrabutyl ammonium fluoride; sodium hydride; mercury dichloride; mercury(II) oxide; In water; acetone;
DOI:10.1021/jo970601h

Reference yield:

: 609-06-3
L-xylose

: 192753-80-3
1,2,3,4-bis-O-(1-methylethylidene)-5-O-(phenylmethyl)-5-C-2-thiazolyl-(5S)-D-xylitol

Guidance literature:: Multi-step reaction with 5 steps

1: conc. HCl / 0.25 h / Ambient temperature

2: 5 h / Ambient temperature

3: 86 percent / yellow mercury(II) oxide, HgCl₂ / acetone; H₂O / 2 h / 55 °C

4: 2.) n-Bu₄NF*3H₂O / 1) CH₂Cl₂, 0 deg C, 1 h; 2) THF, rt, 30 min

5: 1.) NaH / 1) DMF, 0 deg C, 30 min; 2) DMf, rt, 30 min

With hydrogenchloride; tetrabutyl ammonium fluoride; sodium hydride; mercury dichloride; mercury(II) oxide; In water; acetone;
DOI:10.1021/jo970601h