Methanesulfonic acid (1S,2S,3R)-2,3-bis-benzyloxy-1-benzyloxymethyl-4-hydroxyimino-butyl ester

Base Information

• Chemical Name: Methanesulfonic acid (1S,2S,3R)-2,3-bis-benzyloxy-1-benzyloxymethyl-4-hydroxyimino-butyl ester
• CAS No.: 537030-29-8
• Molecular Formula: C₂₇H₃₁NO₇S
• Molecular Weight: 513.612
• Mol file: 537030-29-8.mol

Synonyms:Methanesulfonic acid (1S,2S,3R)-2,3-bis-benzyloxy-1-benzyloxymethyl-4-hydroxyimino-butyl ester

Chemical Property of Methanesulfonic acid (1S,2S,3R)-2,3-bis-benzyloxy-1-benzyloxymethyl-4-hydroxyimino-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Methanesulfonic acid (1S,2S,3R)-2,3-bis-benzyloxy-1-benzyloxymethyl-4-hydroxyimino-butyl ester

There total 5 articles about Methanesulfonic acid (1S,2S,3R)-2,3-bis-benzyloxy-1-benzyloxymethyl-4-hydroxyimino-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: 87.0%

C43H49NO7SSi → Methanesulfonic acid (1S,2S,3R)-2,3-bis-benzyloxy-1-benzyloxymethyl-4-hydroxyimino-butyl ester (537030-29-8)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 ℃; for 0.0833333h;

DOI:10.1021/jo048237r

Reference yield: 36.0%

(2R,3R,4S)-2,3,5-Tris-benzyloxy-4-hydroxy-pentanal oxime + methanesulfonyl chloride (124-63-0) → Methanesulfonic acid (1S,2S,3R)-2,3-bis-benzyloxy-1-benzyloxymethyl-4-hydroxyimino-butyl ester (537030-29-8)

Guidance literature:

With pyridine; at 20 ℃;

DOI:10.1021/jo0523518

Reference yield:

2,3,5-tri-O-benzyl-L-xylofuranose (16838-89-4,17073-88-0,60933-68-8,60933-69-9,73068-66-3,89361-52-4,89615-42-9,89615-45-2,96192-07-3) → Methanesulfonic acid (1S,2S,3R)-2,3-bis-benzyloxy-1-benzyloxymethyl-4-hydroxyimino-butyl ester (537030-29-8)

Guidance literature:

Multi-step reaction with 2 steps

1: NH₂OH*HCl; pyridine; molecular sieves 3 Angstroem / 20 °C

2: 36 percent / pyridine / 20 °C

With pyridine; 3 A molecular sieve; hydroxylamine hydrochloride;

DOI:10.1021/jo0523518

upstream raw materials:

methanesulfonyl chloride

2,3,5-tri-O-benzyl-L-xylofuranose

C₄₂H₄₇NO₅Si

(2S,3R,4S)-3,4-bis(benzyloxy)-2-[(benzyloxy)methyl]-5-methoxyoxolane

Downstream raw materials:

(2R,3R,4R)-3,4-bis(benzyloxy)-2-((benzyloxy)methyl)-3,4-dihydro-2H-pyrrole 1-oxide

(5R,6R,7R,7aR)-6,7-bis-benzyloxy-5-benzyloxymethylhexahydropyrrolizin-3-one

(1R,2R,3R,7aR)-1,2-bis(benzyloxy)-3-(benzyloxymethyl)-hexahydro-1H-pyrrolizine