((1R,2R)-2-(tert-Butyl-dimethyl-silanyloxy)-2-{(4R,5R)-5-[(S)-1-hydroxy-3-((2R,3R,4S,5R,6S)-6-methoxy-3,4,5-tris-methoxymethoxy-tetrahydro-pyran-2-yl)-propyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-1-hydroxymethyl-ethyl)-carbamic acid benzyl ester

Base Information

• Chemical Name: ((1R,2R)-2-(tert-Butyl-dimethyl-silanyloxy)-2-{(4R,5R)-5-[(S)-1-hydroxy-3-((2R,3R,4S,5R,6S)-6-methoxy-3,4,5-tris-methoxymethoxy-tetrahydro-pyran-2-yl)-propyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-1-hydroxymethyl-ethyl)-carbamic acid benzyl ester
• CAS No.: 198562-84-4
• Molecular Formula: C₃₇H₆₅NO₁₅Si
• Molecular Weight: 792.006

Synonyms:

Chemical Property of ((1R,2R)-2-(tert-Butyl-dimethyl-silanyloxy)-2-{(4R,5R)-5-[(S)-1-hydroxy-3-((2R,3R,4S,5R,6S)-6-methoxy-3,4,5-tris-methoxymethoxy-tetrahydro-pyran-2-yl)-propyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-1-hydroxymethyl-ethyl)-carbamic acid benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ((1R,2R)-2-(tert-Butyl-dimethyl-silanyloxy)-2-{(4R,5R)-5-[(S)-1-hydroxy-3-((2R,3R,4S,5R,6S)-6-methoxy-3,4,5-tris-methoxymethoxy-tetrahydro-pyran-2-yl)-propyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-1-hydroxymethyl-ethyl)-carbamic acid benzyl ester

There total 1 articles about ((1R,2R)-2-(tert-Butyl-dimethyl-silanyloxy)-2-{(4R,5R)-5-[(S)-1-hydroxy-3-((2R,3R,4S,5R,6S)-6-methoxy-3,4,5-tris-methoxymethoxy-tetrahydro-pyran-2-yl)-propyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-1-hydroxymethyl-ethyl)-carbamic acid benzyl 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:

{(3aR,4R,5R,7aR)-4-(tert-Butyl-dimethyl-silanyloxy)-7-[2-((2R,3R,4S,5R,6S)-6-methoxy-3,4,5-tris-methoxymethoxy-tetrahydro-pyran-2-yl)-ethyl]-2,2-dimethyl-3a,4,5,7a-tetrahydro-benzo[1,3]dioxol-5-yl}-carbamic acid benzyl ester (189825-44-3) → ((1R,2R)-2-(tert-Butyl-dimethyl-silanyloxy)-2-{(4R,5R)-5-[(S)-1-hydroxy-3-((2R,3R,4S,5R,6S)-6-methoxy-3,4,5-tris-methoxymethoxy-tetrahydro-pyran-2-yl)-propyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-1-hydroxymethyl-ethyl)-carbamic acid benzyl ester (198562-84-4)

Guidance literature:

With sodium tetrahydroborate; ozone; Yield given. Multistep reaction; 1.) CH₂Cl₂, CH₃OH, -78 deg C, 10 min, 2.) -78 deg C to rt, 3-5 h;

DOI:10.1016/S0040-4039(97)10144-7

Reference yield:

((1R,2R)-2-(tert-Butyl-dimethyl-silanyloxy)-2-{(4R,5R)-5-[(S)-1-hydroxy-3-((2R,3R,4S,5R,6S)-6-methoxy-3,4,5-tris-methoxymethoxy-tetrahydro-pyran-2-yl)-propyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-1-hydroxymethyl-ethyl)-carbamic acid benzyl ester (198562-84-4) → C43H77NO14Si2

Guidance literature:

Multi-step reaction with 3 steps

1: imidazole / dimethylformamide

2: pyridine / CH₂Cl₂

3: tBuOK / tetrahydrofuran

With pyridine; 1H-imidazole; potassium tert-butylate; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(97)10144-7

Reference yield:

((1R,2R)-2-(tert-Butyl-dimethyl-silanyloxy)-2-{(4R,5R)-5-[(S)-1-hydroxy-3-((2R,3R,4S,5R,6S)-6-methoxy-3,4,5-tris-methoxymethoxy-tetrahydro-pyran-2-yl)-propyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-1-hydroxymethyl-ethyl)-carbamic acid benzyl ester (198562-84-4) → Methanesulfonic acid (S)-1-{(4S,5R)-5-[(1R,2R)-2-benzyloxycarbonylamino-1,3-bis-(tert-butyl-dimethyl-silanyloxy)-propyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-3-((2R,3R,4S,5R,6S)-6-methoxy-3,4,5-tris-methoxymethoxy-tetrahydro-pyran-2-yl)-propyl ester (198562-94-6)

Guidance literature:

Multi-step reaction with 2 steps

1: imidazole / dimethylformamide

2: pyridine / CH₂Cl₂

With pyridine; 1H-imidazole; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(97)10144-7

upstream raw materials:

{(3aR,4R,5R,7aR)-4-(tert-Butyl-dimethyl-silanyloxy)-7-[2-((2R,3R,4S,5R,6S)-6-methoxy-3,4,5-tris-methoxymethoxy-tetrahydro-pyran-2-yl)-ethyl]-2,2-dimethyl-3a,4,5,7a-tetrahydro-benzo[1,3]dioxol-5-yl}-carbamic acid benzyl ester

Downstream raw materials:

C₄₃H₇₉NO₁₅Si₂

Methanesulfonic acid (S)-1-{(4S,5R)-5-[(1R,2R)-2-benzyloxycarbonylamino-1,3-bis-(tert-butyl-dimethyl-silanyloxy)-propyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-3-((2R,3R,4S,5R,6S)-6-methoxy-3,4,5-tris-methoxymethoxy-tetrahydro-pyran-2-yl)-propyl ester

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