Methanesulfonic acid (1S,2R,3S)-4-methanesulfonyloxy-2,3-bis-(2-methoxy-ethoxymethoxy)-1-trityloxymethyl-butyl ester

Base Information

• Chemical Name: Methanesulfonic acid (1S,2R,3S)-4-methanesulfonyloxy-2,3-bis-(2-methoxy-ethoxymethoxy)-1-trityloxymethyl-butyl ester
• CAS No.: 868159-60-8
• Molecular Formula: C₃₄H₄₆O₁₃S₂
• Molecular Weight: 726.863
• Mol file: 868159-60-8.mol

Synonyms:Methanesulfonic acid (1S,2R,3S)-4-methanesulfonyloxy-2,3-bis-(2-methoxy-ethoxymethoxy)-1-trityloxymethyl-butyl ester

Chemical Property of Methanesulfonic acid (1S,2R,3S)-4-methanesulfonyloxy-2,3-bis-(2-methoxy-ethoxymethoxy)-1-trityloxymethyl-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Methanesulfonic acid (1S,2R,3S)-4-methanesulfonyloxy-2,3-bis-(2-methoxy-ethoxymethoxy)-1-trityloxymethyl-butyl ester

There total 5 articles about Methanesulfonic acid (1S,2R,3S)-4-methanesulfonyloxy-2,3-bis-(2-methoxy-ethoxymethoxy)-1-trityloxymethyl-butyl 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: 90.0%

(2S,3S,4S)-2,3-Bis-(2-methoxy-ethoxymethoxy)-5-trityloxy-pentane-1,4-diol (868159-59-5) + methanesulfonyl chloride (124-63-0) → Methanesulfonic acid (1S,2R,3S)-4-methanesulfonyloxy-2,3-bis-(2-methoxy-ethoxymethoxy)-1-trityloxymethyl-butyl ester (868159-60-8)

Guidance literature:

With pyridine; dmap; at 20 ℃; for 5h;

DOI:10.1016/j.tet.2005.07.072

Reference yield:

(3R,4S,5S)-3,4-Bis-(2-methoxy-ethoxymethoxy)-5-trityloxymethyl-dihydro-furan-2-one (868159-58-4) → Methanesulfonic acid (1S,2R,3S)-4-methanesulfonyloxy-2,3-bis-(2-methoxy-ethoxymethoxy)-1-trityloxymethyl-butyl ester (868159-60-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 88 percent / LiBH₄ / tetrahydrofuran / 2.5 h / 20 °C

2: 90 percent / DMAP; pyridine / 5 h / 20 °C

With pyridine; dmap; lithium borohydride; In tetrahydrofuran;

DOI:10.1016/j.tet.2005.07.072

Reference yield:

L-arabinose (5328-37-0) → Methanesulfonic acid (1S,2R,3S)-4-methanesulfonyloxy-2,3-bis-(2-methoxy-ethoxymethoxy)-1-trityloxymethyl-butyl ester (868159-60-8)

Guidance literature:

Multi-step reaction with 4 steps

1.1: potassium carbonate; bromine / H₂O / 0 - 20 °C

1.2: 71 percent / pyridine; DMAP / 12 h / Heating

2.1: 95 percent / diisopropylethylamine / CHCl₃ / 11 h / Heating

3.1: 88 percent / LiBH₄ / tetrahydrofuran / 2.5 h / 20 °C

4.1: 90 percent / DMAP; pyridine / 5 h / 20 °C

With pyridine; dmap; lithium borohydride; bromine; potassium carbonate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; chloroform; water;

DOI:10.1016/j.tet.2005.07.072

upstream raw materials:

(2S,3S,4S)-2,3-Bis-(2-methoxy-ethoxymethoxy)-5-trityloxy-pentane-1,4-diol

methanesulfonyl chloride

(3R,4S,5S)-3,4-Bis-(2-methoxy-ethoxymethoxy)-5-trityloxymethyl-dihydro-furan-2-one

L-arabinose

Downstream raw materials:

(2R,3S,4S)-1-Benzyl-3,4-bis-(2-methoxy-ethoxymethoxy)-2-trityloxymethyl-pyrrolidine

(2R,3S,4S)-3,4-Bis-(2-methoxy-ethoxymethoxy)-2-trityloxymethyl-pyrrolidine-1-carboxylic acid 9H-fluoren-9-ylmethyl ester

(2R,3S,4S)-2-Hydroxymethyl-3,4-bis-(2-methoxy-ethoxymethoxy)-pyrrolidine-1-carboxylic acid 9H-fluoren-9-ylmethyl ester