[20-chloro-3-ethynyl-11-hydroxy-11-hydroxymethyl-12-(4-methoxy-benzyloxy)-6,21-bis-methoxymethoxy-15-oxo-4-triethylsilanyloxy-2,14-dioxa-tricyclo[16.2.2.0^4,8]docosa-1⁽²¹⁾,7,18⁽²²⁾,19-tetraen-9-yn-17-yl]-carbamic acid tert-butyl ester

Base Information

• Chemical Name: [20-chloro-3-ethynyl-11-hydroxy-11-hydroxymethyl-12-(4-methoxy-benzyloxy)-6,21-bis-methoxymethoxy-15-oxo-4-triethylsilanyloxy-2,14-dioxa-tricyclo[16.2.2.0^4,8]docosa-1⁽²¹⁾,7,18⁽²²⁾,19-tetraen-9-yn-17-yl]-carbamic acid tert-butyl ester
• CAS No.: 1054627-84-7
• Molecular Formula: C₄₆H₆₂ClNO₁₄Si
• Molecular Weight: 916.535

Synonyms:[20-chloro-3-ethynyl-11-hydroxy-11-hydroxymethyl-12-(4-methoxy-benzyloxy)-6,21-bis-methoxymethoxy-15-oxo-4-triethylsilanyloxy-2,14-dioxa-tricyclo[16.2.2.0^4,8]docosa-1⁽²¹⁾,7,18⁽²²⁾,19-tetraen-9-yn-17-yl]-carbamic acid tert-butyl ester

Chemical Property of [20-chloro-3-ethynyl-11-hydroxy-11-hydroxymethyl-12-(4-methoxy-benzyloxy)-6,21-bis-methoxymethoxy-15-oxo-4-triethylsilanyloxy-2,14-dioxa-tricyclo[16.2.2.0^4,8]docosa-1⁽²¹⁾,7,18⁽²²⁾,19-tetraen-9-yn-17-yl]-carbamic acid tert-butyl ester

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Technology Process of [20-chloro-3-ethynyl-11-hydroxy-11-hydroxymethyl-12-(4-methoxy-benzyloxy)-6,21-bis-methoxymethoxy-15-oxo-4-triethylsilanyloxy-2,14-dioxa-tricyclo[16.2.2.0^4,8]docosa-1⁽²¹⁾,7,18⁽²²⁾,19-tetraen-9-yn-17-yl]-carbamic acid tert-butyl ester

There total 1 articles about [20-chloro-3-ethynyl-11-hydroxy-11-hydroxymethyl-12-(4-methoxy-benzyloxy)-6,21-bis-methoxymethoxy-15-oxo-4-triethylsilanyloxy-2,14-dioxa-tricyclo[16.2.2.0^4,8]docosa-1⁽²¹⁾,7,18⁽²²⁾,19-tetraen-9-yn-17-yl]-carbamic acid tert-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: 65.0%

C51H68ClNO14Si (843673-38-1) → [20-chloro-3-ethynyl-11-hydroxy-11-hydroxymethyl-12-(4-methoxy-benzyloxy)-6,21-bis-methoxymethoxy-15-oxo-4-triethylsilanyloxy-2,14-dioxa-tricyclo[16.2.2.04,8]docosa-1(21),7,18(22),19-tetraen-9-yn-17-yl]-carbamic acid tert-butyl ester (1054627-84-7)

Guidance literature:

With trifluorormethanesulfonic acid; In tetrahydrofuran; 2,2,2-trifluoroethanol;

DOI:10.1002/anie.200461428

Reference yield: 93.0%

triethylsilyl chloride (994-30-9) + [20-chloro-3-ethynyl-11-hydroxy-11-hydroxymethyl-12-(4-methoxy-benzyloxy)-6,21-bis-methoxymethoxy-15-oxo-4-triethylsilanyloxy-2,14-dioxa-tricyclo[16.2.2.04,8]docosa-1(21),7,18(22),19-tetraen-9-yn-17-yl]-carbamic acid tert-butyl ester (1054627-84-7) → [21-chloro-3-ethynyl-12-(4-methoxy-benzyloxy)-6,20-bis-methoxymethoxy-15-oxo-4,11-bis-triethylsilanyloxy-11-triethylsilanyloxymethyl-2,14-dioxa-tricyclo[16.2.2.04,8]docosa-1(21),7,18(22),19-tetraen-9-yn-17-yl]-carbamic acid tert-butyl ester

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide; at 40 ℃;

DOI:10.1002/anie.200461428

Reference yield:

[20-chloro-3-ethynyl-11-hydroxy-11-hydroxymethyl-12-(4-methoxy-benzyloxy)-6,21-bis-methoxymethoxy-15-oxo-4-triethylsilanyloxy-2,14-dioxa-tricyclo[16.2.2.04,8]docosa-1(21),7,18(22),19-tetraen-9-yn-17-yl]-carbamic acid tert-butyl ester (1054627-84-7) → C57H82ClNO16Si2 (843673-16-5)

Guidance literature:

Multi-step reaction with 4 steps

1: 93 percent / imidazole / dimethylformamide / 40 °C

2: 100 percent / DMAP / acetonitrile / 40 °C

3: 78 percent / HF*py / tetrahydrofuran / 0 °C

4: 100 percent / (COCl)2; DMSO; Et₃N / CH₂Cl₂ / -78 °C

With 1H-imidazole; dmap; oxalyl dichloride; pyridine hydrogenfluoride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; acetonitrile; 4: Swern oxidation;

DOI:10.1002/anie.200461428

upstream raw materials:

C₅₁H₆₈ClNO₁₄Si

Downstream raw materials:

C₅₇H₈₂ClNO₁₆Si₂

C₅₇H₈₄ClNO₁₆Si₂

C₅₇H₈₂ClNO₁₆Si₂

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