[(S)-4-Benzyloxycarbonylamino-4-((R)-5-formyl-tetrahydro-furan-2-yl)-butyl]-carbamic acid tert-butyl ester

Base Information

• Chemical Name: [(S)-4-Benzyloxycarbonylamino-4-((R)-5-formyl-tetrahydro-furan-2-yl)-butyl]-carbamic acid tert-butyl ester
• CAS No.: 264197-97-9
• Molecular Formula: C₂₂H₃₂N₂O₆
• Molecular Weight: 420.506

Synonyms:[(S)-4-Benzyloxycarbonylamino-4-((R)-5-formyl-tetrahydro-furan-2-yl)-butyl]-carbamic acid tert-butyl ester

Chemical Property of [(S)-4-Benzyloxycarbonylamino-4-((R)-5-formyl-tetrahydro-furan-2-yl)-butyl]-carbamic acid tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [(S)-4-Benzyloxycarbonylamino-4-((R)-5-formyl-tetrahydro-furan-2-yl)-butyl]-carbamic acid tert-butyl ester

There total 6 articles about [(S)-4-Benzyloxycarbonylamino-4-((R)-5-formyl-tetrahydro-furan-2-yl)-butyl]-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:

(2RS,5R,1'S)-5-(1'-Benzyloxycarbonylamino-4'-tert-butoxycarbonylaminobutyl)-2-hydroxymethylentetrahydrofuran (264197-95-7) → [(S)-4-Benzyloxycarbonylamino-4-((R)-5-formyl-tetrahydro-furan-2-yl)-butyl]-carbamic acid tert-butyl ester (264197-97-9)

Guidance literature:

With oxalyl dichloride; dimethyl sulfoxide; triethylamine; In dichloromethane; at -60 - 0 ℃; for 0.5h;

DOI:10.1002/(SICI)1521-3765(20000218)6:4<666::AID-CHEM666>3.0.CO;2-Z

Reference yield:

Z-Orn(Boc)-OH (7733-29-1,199924-46-4) → [(S)-4-Benzyloxycarbonylamino-4-((R)-5-formyl-tetrahydro-furan-2-yl)-butyl]-carbamic acid tert-butyl ester (264197-97-9)

Guidance literature:

Multi-step reaction with 6 steps

1.1: N,N'-diisopropyl carbodiimide / CH₂Cl₂ / 4 h / 20 °C

2.1: Mg / diethyl ether / 1 h / Heating

2.2: LiCl; CuCN / tetrahydrofuran / 0.25 h / -40 °C

2.3: 3.72 g / tetrahydrofuran / 0.67 h / -78 - -5 °C

3.1: 46 percent / L-Selectride / tetrahydrofuran / 1 h / -100 - -70 °C

4.1: MCPBA / CH₂Cl₂ / 3.5 h / 20 °C

5.1: 670 mg / PPTS / CH₂Cl₂ / 12 h / 20 °C

6.1: (COCl)2; DMSO; Et₃N / CH₂Cl₂ / 0.5 h / -60 - 0 °C

With oxalyl dichloride; pyridinium p-toluenesulfonate; L-Selectride; magnesium; dimethyl sulfoxide; triethylamine; 3-chloro-benzenecarboperoxoic acid; diisopropyl-carbodiimide; In tetrahydrofuran; diethyl ether; dichloromethane; 1.1: Esterification / 2.1: Metallation / 2.2: Substitution / 2.3: Acylation / 3.1: Reduction / 4.1: Epoxidation / 5.1: Ring cleavage / 6.1: Oxidation;

DOI:10.1002/(SICI)1521-3765(20000218)6:4<666::AID-CHEM666>3.0.CO;2-Z

Reference yield:

2-benzyloxycarbonylamino-5-tert-butoxycarbonylamino-pentanethioic acid S-pyridin-2-yl ester (294664-65-6) → [(S)-4-Benzyloxycarbonylamino-4-((R)-5-formyl-tetrahydro-furan-2-yl)-butyl]-carbamic acid tert-butyl ester (264197-97-9)

Guidance literature:

Multi-step reaction with 5 steps

1.1: Mg / diethyl ether / 1 h / Heating

1.2: LiCl; CuCN / tetrahydrofuran / 0.25 h / -40 °C

1.3: 3.72 g / tetrahydrofuran / 0.67 h / -78 - -5 °C

2.1: 46 percent / L-Selectride / tetrahydrofuran / 1 h / -100 - -70 °C

3.1: MCPBA / CH₂Cl₂ / 3.5 h / 20 °C

4.1: 670 mg / PPTS / CH₂Cl₂ / 12 h / 20 °C

5.1: (COCl)2; DMSO; Et₃N / CH₂Cl₂ / 0.5 h / -60 - 0 °C

With oxalyl dichloride; pyridinium p-toluenesulfonate; L-Selectride; magnesium; dimethyl sulfoxide; triethylamine; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; diethyl ether; dichloromethane; 1.1: Metallation / 1.2: Substitution / 1.3: Acylation / 2.1: Reduction / 3.1: Epoxidation / 4.1: Ring cleavage / 5.1: Oxidation;

DOI:10.1002/(SICI)1521-3765(20000218)6:4<666::AID-CHEM666>3.0.CO;2-Z

upstream raw materials:

(2RS,5R,1'S)-5-(1'-Benzyloxycarbonylamino-4'-tert-butoxycarbonylaminobutyl)-2-hydroxymethylentetrahydrofuran

Z-Orn(Boc)-OH

2-benzyloxycarbonylamino-5-tert-butoxycarbonylamino-pentanethioic acid S-pyridin-2-yl ester

⁽⁴⁾-4-Benzyloxycarbonylamino-1-tert-butoxycarbonylamino-8-nonene-5-one

Downstream raw materials:

(2S,2'RS,5'R,1''S)-3-[5'-(1''-Benzyloxycarbonylamino-4''-tert-butoxycarbonylaminobutyl)tetrahydrofuran-2'-carbamoyl]-2-butylsulfonylamino methyl propionate

(2S,2'R,5'R,1''S)-3-[5'-(1''-Benzyloxycarbonylamino-4''-tert-butoxycarbonylaminobutyl)tetrahydrofuran-2'-carbamoyl]-2-benzyloxycarbonylamino methyl propionate

(2S,2'S,5'R,1''S)-3-[5'-(1''-Benzyloxycarbonylamino-4''-[N²''',N³'''-bis(tert-butoxycarbonyl)guanidino]butyl)tetrahydrofuran-2'-carbamoyl]-2-butylsulfonylamino methyl propionate

(2S,2'R,5'R,1''S)-3-[5'-(1''-Benzyloxycarbonylamino-4''-[N²''',N³'''-bis(tert-butoxycarbonyl)guanidino]butyl)tetrahydrofuran-2'-carbamoyl]-2-butylsulfonylamino methyl propionate

Post a RFQ

Cas No.:

Product Name:

Quantity:

Please select Metric Ton KG G Pound L ML

Email:

Company name:

Valid Period:

Detailed Requirements:

• Sample
• MOQ
• GMP
• FDA
• Price
  FOB CIF CFR EXW
• Urgent purchase

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

Remove

Submit

1

What can I do for you?
Get Best Price

Get Best Price for 264197-97-9 [(S)-4-Benzyloxycarbonylamino-4-((R)-5-formyl-tetrahydro-furan-2-yl)-butyl]-carbamic acid tert-butyl ester

Send

Send

Metric Ton KG G Pound L ML

Send

Send