1,3-Propanediol, 2-[4-methoxy-2,6-bis(methoxymethoxy)phenyl]-,acetate methanesulfonate, (R)-

Base Information

• Chemical Name: 1,3-Propanediol, 2-[4-methoxy-2,6-bis(methoxymethoxy)phenyl]-,acetate methanesulfonate, (R)-
• CAS No.: 193018-44-9
• Molecular Formula: C17H26O10S
• Molecular Weight: 422.453

Synonyms:

Chemical Property of 1,3-Propanediol, 2-[4-methoxy-2,6-bis(methoxymethoxy)phenyl]-,acetate methanesulfonate, (R)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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Useful:

Technology Process of 1,3-Propanediol, 2-[4-methoxy-2,6-bis(methoxymethoxy)phenyl]-,acetate methanesulfonate, (R)-

There total 4 articles about 1,3-Propanediol, 2-[4-methoxy-2,6-bis(methoxymethoxy)phenyl]-,acetate methanesulfonate, (R)- 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: 89.0%

methanesulfonyl chloride (124-63-0) + Acetic acid (S)-3-hydroxy-2-(4-methoxy-2,6-bis-methoxymethoxy-phenyl)-propyl ester (193018-46-1) → Acetic acid (R)-3-methanesulfonyloxy-2-(4-methoxy-2,6-bis-methoxymethoxy-phenyl)-propyl ester (193018-44-9)

Guidance literature:

With dmap; N-ethyl-N,N-diisopropylamine; In dichloromethane;

DOI:10.1055/s-1997-3266

Reference yield:

2-Iodo-5-methoxy-1,3-bis-methoxymethoxy-benzene → Acetic acid (R)-3-methanesulfonyloxy-2-(4-methoxy-2,6-bis-methoxymethoxy-phenyl)-propyl ester (193018-44-9)

Guidance literature:

Multi-step reaction with 4 steps

1: Pd(OAc)2, Ph₃P, iPr₂NEt / dimethylformamide

2: 1.) O₃; 2.) NaBH₄ / 2.) MeOH

3: diethyl ether / Ambient temperature; lipase AL originated from Achromobacter sp.

4: 89 percent / iPr₂NEt, 4-DMAP / CH₂Cl₂

With dmap; palladium diacetate; sodium tetrahydroborate; ozone; N-ethyl-N,N-diisopropylamine; triphenylphosphine; In diethyl ether; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1055/s-1997-3266

Reference yield:

2-(4-Methoxy-2,6-bis-methoxymethoxy-phenyl)-propane-1,3-diol (193018-45-0) → Acetic acid (R)-3-methanesulfonyloxy-2-(4-methoxy-2,6-bis-methoxymethoxy-phenyl)-propyl ester (193018-44-9)

Guidance literature:

Multi-step reaction with 2 steps

1: diethyl ether / Ambient temperature; lipase AL originated from Achromobacter sp.

2: 89 percent / iPr₂NEt, 4-DMAP / CH₂Cl₂

With dmap; N-ethyl-N,N-diisopropylamine; In diethyl ether; dichloromethane;

DOI:10.1055/s-1997-3266

upstream raw materials:

methanesulfonyl chloride

Acetic acid (S)-3-hydroxy-2-(4-methoxy-2,6-bis-methoxymethoxy-phenyl)-propyl ester

2-(4-Methoxy-2,6-bis-methoxymethoxy-phenyl)-propane-1,3-diol

Downstream raw materials:

((R)-4-Benzyloxy-2-ethoxy-6-methoxy-2,3-dihydro-benzofuran-3-yl)-acetonitrile

2-((R)-4-Benzyloxy-2-ethoxy-6-methoxy-2,3-dihydro-benzofuran-3-yl)-ethanol

(R)-4-Hydroxy-3-(4-methoxy-2,6-bis-methoxymethoxy-phenyl)-butyronitrile

(3aR,8aS)-4-Benzyloxy-6-methoxy-2,3,3a,8a-tetrahydro-benzo[b]furo[3,2-d]furan

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