Methanesulfonic acid (1R,2S,3R)-2,3-bis-benzyloxy-1-(tert-butyl-dimethyl-silanyloxymethyl)-3-thiazol-2-yl-propyl ester

Base Information

• Chemical Name: Methanesulfonic acid (1R,2S,3R)-2,3-bis-benzyloxy-1-(tert-butyl-dimethyl-silanyloxymethyl)-3-thiazol-2-yl-propyl ester
• CAS No.: 103795-39-7
• Molecular Formula: C₂₈H₃₉NO₆S₂Si
• Molecular Weight: 577.838
• Mol file: 103795-39-7.mol

Synonyms:

Chemical Property of Methanesulfonic acid (1R,2S,3R)-2,3-bis-benzyloxy-1-(tert-butyl-dimethyl-silanyloxymethyl)-3-thiazol-2-yl-propyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Methanesulfonic acid (1R,2S,3R)-2,3-bis-benzyloxy-1-(tert-butyl-dimethyl-silanyloxymethyl)-3-thiazol-2-yl-propyl ester

There total 4 articles about Methanesulfonic acid (1R,2S,3R)-2,3-bis-benzyloxy-1-(tert-butyl-dimethyl-silanyloxymethyl)-3-thiazol-2-yl-propyl ester 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:

benzyl bromide (100-39-0) → Methanesulfonic acid (1R,2S,3R)-2,3-bis-benzyloxy-1-(tert-butyl-dimethyl-silanyloxymethyl)-3-thiazol-2-yl-propyl ester (103795-39-7)

Guidance literature:

Multi-step reaction with 4 steps

1: 1) NaH; 2) nBu₄NI / 1) THf, 30 min., room temp.; 2) 3 h

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

With tetrabutyl ammonium fluoride; tetra-(n-butyl)ammonium iodide; sodium hydride;

Reference yield:

(R)-2-(benzyloxy)-2-[(R)-2,2-dimethyl-1,3-dioxolan-4-yl]acetaldehyde (103795-12-6) → Methanesulfonic acid (1R,2S,3R)-2,3-bis-benzyloxy-1-(tert-butyl-dimethyl-silanyloxymethyl)-3-thiazol-2-yl-propyl ester (103795-39-7)

Guidance literature:

Multi-step reaction with 2 steps

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

With tetrabutyl ammonium fluoride;

Reference yield:

(1R)-1-O-benzyl-2,3-O-isopropylidene-1-(2-thiazolyl)-D-glycitol (103795-11-5) → Methanesulfonic acid (1R,2S,3R)-2,3-bis-benzyloxy-1-(tert-butyl-dimethyl-silanyloxymethyl)-3-thiazol-2-yl-propyl ester (103795-39-7)

Guidance literature:

Multi-step reaction with 3 steps

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

With tetrabutyl ammonium fluoride;

upstream raw materials:

benzyl bromide

(1R)-2-O-benzyl-3,4-O-isopropylidene-1-(2-thiazolyl)-D-erythritol

tert-butyldimethylsilyl chloride

methanesulfonyl chloride

Downstream raw materials:

2-((1R,2R)-1,2-Bis-benzyloxy-2-(S)-oxiranyl-ethyl)-thiazole