Acetic acid (S)-3-{(4S,4aS,6R,8S,8aR)-4-[(S)-2-(3,4-dimethoxy-benzyloxy)-2-((2R,5R,6R)-2-methoxy-5,6-dimethyl-4-methylene-tetrahydro-pyran-2-yl)-acetylamino]-8-methoxy-7,7-dimethyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yl}-2-methoxy-propyl ester

Base Information

• Chemical Name: Acetic acid (S)-3-{(4S,4aS,6R,8S,8aR)-4-[(S)-2-(3,4-dimethoxy-benzyloxy)-2-((2R,5R,6R)-2-methoxy-5,6-dimethyl-4-methylene-tetrahydro-pyran-2-yl)-acetylamino]-8-methoxy-7,7-dimethyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yl}-2-methoxy-propyl ester
• CAS No.: 128271-12-5
• Molecular Formula: C₃₆H₅₅NO₁₃
• Molecular Weight: 709.832
• Mol file: 128271-12-5.mol

Synonyms:

Chemical Property of Acetic acid (S)-3-{(4S,4aS,6R,8S,8aR)-4-[(S)-2-(3,4-dimethoxy-benzyloxy)-2-((2R,5R,6R)-2-methoxy-5,6-dimethyl-4-methylene-tetrahydro-pyran-2-yl)-acetylamino]-8-methoxy-7,7-dimethyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yl}-2-methoxy-propyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Acetic acid (S)-3-{(4S,4aS,6R,8S,8aR)-4-[(S)-2-(3,4-dimethoxy-benzyloxy)-2-((2R,5R,6R)-2-methoxy-5,6-dimethyl-4-methylene-tetrahydro-pyran-2-yl)-acetylamino]-8-methoxy-7,7-dimethyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yl}-2-methoxy-propyl ester

There total 12 articles about Acetic acid (S)-3-{(4S,4aS,6R,8S,8aR)-4-[(S)-2-(3,4-dimethoxy-benzyloxy)-2-((2R,5R,6R)-2-methoxy-5,6-dimethyl-4-methylene-tetrahydro-pyran-2-yl)-acetylamino]-8-methoxy-7,7-dimethyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yl}-2-methoxy-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: 42.0%

Acetic acid (S)-3-{(4R,4aS,6R,8S,8aR)-4-[(S)-2-(3,4-dimethoxy-benzyloxy)-2-((2R,5R,6R)-2-methoxy-5,6-dimethyl-4-methylene-tetrahydro-pyran-2-yl)-acetylamino]-8-methoxy-7,7-dimethyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yl}-2-methoxy-propyl ester (128271-12-5,128385-72-8) → Acetic acid (S)-3-{(4S,4aS,6R,8S,8aR)-4-[(S)-2-(3,4-dimethoxy-benzyloxy)-2-((2R,5R,6R)-2-methoxy-5,6-dimethyl-4-methylene-tetrahydro-pyran-2-yl)-acetylamino]-8-methoxy-7,7-dimethyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yl}-2-methoxy-propyl ester (128271-12-5,128385-72-8)

Guidance literature:

With potassium tert-butylate; In tetrahydrofuran; Heating;

DOI:10.1021/jo00301a007

Reference yield:

(+)-methyl pederate (104486-86-4) → Acetic acid (S)-3-{(4S,4aS,6R,8S,8aR)-4-[(S)-2-(3,4-dimethoxy-benzyloxy)-2-((2R,5R,6R)-2-methoxy-5,6-dimethyl-4-methylene-tetrahydro-pyran-2-yl)-acetylamino]-8-methoxy-7,7-dimethyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yl}-2-methoxy-propyl ester (128271-12-5,128385-72-8)

Guidance literature:

Multi-step reaction with 5 steps

1: NaH / dimethylformamide / Ambient temperature

2: n-PrSLi / HMPA / Ambient temperature

3: DMAP / CH₂Cl₂ / Ambient temperature

5: 42 percent / potassium tert-butoxide / tetrahydrofuran / Heating

With N,N,N,N,N,N-hexamethylphosphoric triamide; dmap; potassium tert-butylate; sodium hydride; lithium n-propylmercaptide; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jo00301a007

Reference yield:

7-(3,4-dimethoxybenzyl)pederic acid (128271-10-3) → Acetic acid (S)-3-{(4S,4aS,6R,8S,8aR)-4-[(S)-2-(3,4-dimethoxy-benzyloxy)-2-((2R,5R,6R)-2-methoxy-5,6-dimethyl-4-methylene-tetrahydro-pyran-2-yl)-acetylamino]-8-methoxy-7,7-dimethyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yl}-2-methoxy-propyl ester (128271-12-5,128385-72-8)

Guidance literature:

Multi-step reaction with 3 steps

1: DMAP / CH₂Cl₂ / Ambient temperature

3: 42 percent / potassium tert-butoxide / tetrahydrofuran / Heating

With dmap; potassium tert-butylate; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jo00301a007

upstream raw materials:

(+)-methyl pederate

7-(3,4-dimethoxybenzyl)pederic acid

(S)-(3,4-Dimethoxy-benzyloxy)-((2R,5R,6R)-2-methoxy-5,6-dimethyl-4-methylene-tetrahydro-pyran-2-yl)-acetic acid methyl ester

4-chloromethyl-1,2-dimethoxy-benzene

Downstream raw materials:

Acetic acid (S)-3-{(4S,4aS,6R,8S,8aR)-4-[(S)-2-(3,4-dimethoxy-benzyloxy)-2-((2R,5R,6R)-2-methoxy-5,6-dimethyl-4-methylene-tetrahydro-pyran-2-yl)-acetylamino]-8-methoxy-7,7-dimethyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yl}-2-methoxy-propyl ester