3-Chloro-benzoic acid 1-[(2R,3R,4S)-4-acetoxy-2-methoxy-6-(1-methoxy-1-methyl-ethoxymethyl)-3,4-dihydro-2H-pyran-3-yloxy]-2-hydroxy-propyl ester

Base Information

Chemical Name:3-Chloro-benzoic acid 1-[(2R,3R,4S)-4-acetoxy-2-methoxy-6-(1-methoxy-1-methyl-ethoxymethyl)-3,4-dihydro-2H-pyran-3-yloxy]-2-hydroxy-propyl ester
CAS No.:131283-76-6
Molecular Formula:C₂₃H₃₁ClO₁₀
Molecular Weight:502.946
Hs Code.:

3-Chloro-benzoic acid 1-[(2R,3R,4S)-4-acetoxy-2-methoxy-6-(1-methoxy-1-methyl-ethoxymethyl)-3,4-dihydro-2H-pyran-3-yloxy]-2-hydroxy-propyl ester

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Chemical Property of 3-Chloro-benzoic acid 1-[(2R,3R,4S)-4-acetoxy-2-methoxy-6-(1-methoxy-1-methyl-ethoxymethyl)-3,4-dihydro-2H-pyran-3-yloxy]-2-hydroxy-propyl ester

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Technology Process of 3-Chloro-benzoic acid 1-[(2R,3R,4S)-4-acetoxy-2-methoxy-6-(1-methoxy-1-methyl-ethoxymethyl)-3,4-dihydro-2H-pyran-3-yloxy]-2-hydroxy-propyl ester

There total 5 articles about 3-Chloro-benzoic acid 1-[(2R,3R,4S)-4-acetoxy-2-methoxy-6-(1-methoxy-1-methyl-ethoxymethyl)-3,4-dihydro-2H-pyran-3-yloxy]-2-hydroxy-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: 69.0%

: 131284-17-8
Methyl 3-O-acetyl-4-deoxy-6-O-(1-methoxy-1-methylethyl)-2-O-(cis-1-propenyl)-α-L-threo-4-hexenopyranoside

: 937-14-4
3-chloro-benzenecarboperoxoic acid

: 131283-76-6,131348-47-5,131348-48-6,131348-63-5
3-Chloro-benzoic acid 1-[(2R,3R,4S)-4-acetoxy-2-methoxy-6-(1-methoxy-1-methyl-ethoxymethyl)-3,4-dihydro-2H-pyran-3-yloxy]-2-hydroxy-propyl ester

Guidance literature:: In dichloromethane; at 0 ℃; for 0.25h;
DOI:10.1016/S0040-4020(01)87843-1

Reference yield:

: 1824-94-8
methyl beta-D-galactopyranoside

: 131283-76-6,131348-47-5,131348-48-6,131348-63-5
3-Chloro-benzoic acid 1-[(2R,3R,4S)-4-acetoxy-2-methoxy-6-(1-methoxy-1-methyl-ethoxymethyl)-3,4-dihydro-2H-pyran-3-yloxy]-2-hydroxy-propyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 84 percent / camphosulfonic acid / 48 h / Ambient temperature

2: 1) NaH / 1) DMF, 0 deg C, 15 min, then rt, 30 min, 2) 0 deg C, 15 min, then rt, 2 h

3: 70 percent / t-BuOK / dimethylformamide / 4 h / 80 °C

4: 95 percent / pyridine / 7 h / Ambient temperature

5: 69 percent / CH₂Cl₂ / 0.25 h / 0 °C

With pyridine; potassium tert-butylate; sodium hydride; camphor-10-sulfonic acid; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(01)87843-1

Reference yield:

: 131284-16-7
Methyl 4-deoxy-6-O-(1-methoxy-1-methylethyl)-2-O-(cis-1-propenyl)-α-L-threo-4-hexenopyranoside

: 131283-76-6,131348-47-5,131348-48-6,131348-63-5
3-Chloro-benzoic acid 1-[(2R,3R,4S)-4-acetoxy-2-methoxy-6-(1-methoxy-1-methyl-ethoxymethyl)-3,4-dihydro-2H-pyran-3-yloxy]-2-hydroxy-propyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 95 percent / pyridine / 7 h / Ambient temperature

2: 69 percent / CH₂Cl₂ / 0.25 h / 0 °C

With pyridine; In dichloromethane;
DOI:10.1016/S0040-4020(01)87843-1