(1S,3R,4S,5R,6R,8R,10S,28R,29R,31R,32S)-4,5,31,32-Tetrakis-(4-methoxy-benzyloxy)-6,29-bis-(4-methoxy-benzyloxymethyl)-10-methyl-2,7,9,27,30-pentaoxa-tricyclo[26.2.2.0^3,8]dotriacont-17-yn-26-one

Base Information

• Chemical Name: (1S,3R,4S,5R,6R,8R,10S,28R,29R,31R,32S)-4,5,31,32-Tetrakis-(4-methoxy-benzyloxy)-6,29-bis-(4-methoxy-benzyloxymethyl)-10-methyl-2,7,9,27,30-pentaoxa-tricyclo[26.2.2.0^3,8]dotriacont-17-yn-26-one
• CAS No.: 316790-31-5
• Molecular Formula: C₇₈H₉₈O₁₈
• Molecular Weight: 1323.63

Synonyms:(1S,3R,4S,5R,6R,8R,10S,28R,29R,31R,32S)-4,5,31,32-Tetrakis-(4-methoxy-benzyloxy)-6,29-bis-(4-methoxy-benzyloxymethyl)-10-methyl-2,7,9,27,30-pentaoxa-tricyclo[26.2.2.0^3,8]dotriacont-17-yn-26-one

Chemical Property of (1S,3R,4S,5R,6R,8R,10S,28R,29R,31R,32S)-4,5,31,32-Tetrakis-(4-methoxy-benzyloxy)-6,29-bis-(4-methoxy-benzyloxymethyl)-10-methyl-2,7,9,27,30-pentaoxa-tricyclo[26.2.2.0^3,8]dotriacont-17-yn-26-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1S,3R,4S,5R,6R,8R,10S,28R,29R,31R,32S)-4,5,31,32-Tetrakis-(4-methoxy-benzyloxy)-6,29-bis-(4-methoxy-benzyloxymethyl)-10-methyl-2,7,9,27,30-pentaoxa-tricyclo[26.2.2.0^3,8]dotriacont-17-yn-26-one

There total 15 articles about (1S,3R,4S,5R,6R,8R,10S,28R,29R,31R,32S)-4,5,31,32-Tetrakis-(4-methoxy-benzyloxy)-6,29-bis-(4-methoxy-benzyloxymethyl)-10-methyl-2,7,9,27,30-pentaoxa-tricyclo[26.2.2.0^3,8]dotriacont-17-yn-26-one 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: 78.0%

undec-9-ynoic acid 6-[4,5-bis-(4-methoxy-benzyloxy)-6-(4-methoxy-benzyloxymethyl)-2-(1-methyl-dec-8-ynyloxy)-tetrahydro-pyran-3-yloxy]-4,5-bis-(4-methoxy-benzyloxy)-2-(4-methoxy-benzyloxymethyl)-tetrahydro-pyran-3-yl ester (316790-30-4) → (1S,3R,4S,5R,6R,8R,10S,28R,29R,31R,32S)-4,5,31,32-Tetrakis-(4-methoxy-benzyloxy)-6,29-bis-(4-methoxy-benzyloxymethyl)-10-methyl-2,7,9,27,30-pentaoxa-tricyclo[26.2.2.03,8]dotriacont-17-yn-26-one (316790-31-5)

Guidance literature:

With Mo(N[((t)Bu)(3,5-C₆H₃Me₂)])3; tris(N-tert-butyl-3,5-dimethylanilino)molybdenum(III); In dichloromethane; toluene; at 80 ℃; for 24h;

DOI:10.1021/jo0012952

Reference yield:

p-methoxybenzyl chloride (824-94-2) → (1S,3R,4S,5R,6R,8R,10S,28R,29R,31R,32S)-4,5,31,32-Tetrakis-(4-methoxy-benzyloxy)-6,29-bis-(4-methoxy-benzyloxymethyl)-10-methyl-2,7,9,27,30-pentaoxa-tricyclo[26.2.2.03,8]dotriacont-17-yn-26-one (316790-31-5)

Guidance literature:

Multi-step reaction with 4 steps

1.1: NaH / dimethylformamide / 0.5 h / 0 °C

1.2: 91 percent / (n-Bu)4NI / dimethylformamide / 22 h / 20 °C

2.1: 88 percent / NaBH₃CN; trifluoroacetic acid; 4 Angstroem molecular sieves / dimethylformamide / 72 h / 20 °C

3.1: DCC; DMAP / CH₂Cl₂ / 0.08 h

3.2: 93 percent / CH₂Cl₂ / 72 h / 20 °C

4.1: 78 percent / Mo[N(t-Bu)(3,5-dimethylphenyl)]3 / CH₂Cl₂; toluene / 24 h / 80 °C

With dmap; Mo(N[((t)Bu)(3,5-C₆H₃Me₂)])3; tris(N-tert-butyl-3,5-dimethylanilino)molybdenum(III); 4 A molecular sieve; sodium hydride; sodium cyanoborohydride; dicyclohexyl-carbodiimide; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide; toluene;

DOI:10.1021/jo0012952

Reference yield:

9-undecynoic acid (22202-65-9) → (1S,3R,4S,5R,6R,8R,10S,28R,29R,31R,32S)-4,5,31,32-Tetrakis-(4-methoxy-benzyloxy)-6,29-bis-(4-methoxy-benzyloxymethyl)-10-methyl-2,7,9,27,30-pentaoxa-tricyclo[26.2.2.03,8]dotriacont-17-yn-26-one (316790-31-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: DCC; DMAP / CH₂Cl₂ / 0.08 h

1.2: 93 percent / CH₂Cl₂ / 72 h / 20 °C

2.1: 78 percent / Mo[N(t-Bu)(3,5-dimethylphenyl)]3 / CH₂Cl₂; toluene / 24 h / 80 °C

With dmap; Mo(N[((t)Bu)(3,5-C₆H₃Me₂)])3; tris(N-tert-butyl-3,5-dimethylanilino)molybdenum(III); dicyclohexyl-carbodiimide; In dichloromethane; toluene;

DOI:10.1021/jo0012952

upstream raw materials:

undec-9-ynoic acid 6-[4,5-bis-(4-methoxy-benzyloxy)-6-(4-methoxy-benzyloxymethyl)-2-(1-methyl-dec-8-ynyloxy)-tetrahydro-pyran-3-yloxy]-4,5-bis-(4-methoxy-benzyloxy)-2-(4-methoxy-benzyloxymethyl)-tetrahydro-pyran-3-yl ester

9-undecynoic acid

p-methoxybenzyl chloride

D-glucal

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